Jacobsen Lab @JacobsenLab Twitter profile

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Jacobsen Lab

@JacobsenLab

4 years

Eric and other members of the @angew_chem International Advisory Board have resigned their positions on the Board.

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Jacobsen Lab

@JacobsenLab

4 years

A response by Eric and the Group to the recent article in @angew_chem

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Jacobsen Lab

@JacobsenLab

7 months

Didn’t know a Wittig reaction could be enantioselective? Check out the latest instalment of our work in chiral lithium isothiourea boronates!

Enantioselective Potassium-Catalyzed Wittig Olefinations

We report asymmetric potassium–isothiourea–boronate-catalyzed Wittig olefinations of 4-substituted cyclohexanones with non-stabilized phosphorus ylides to afford highly enantioenriched axially chiral...

pubs.acs.org

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Jacobsen Lab

@JacobsenLab

1 year

After much debate, the results of the official Jacobsen Lab amino acid taste test are in:

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Jacobsen Lab

@JacobsenLab

2 years

Huge congratulations to @KCFchemistry -- the Phosphorus queen -- on her publication in @ScienceMagazine ! Catalytic, enantioselective synthesis of stereogenic P(V) compounds through a key chlorophosphonamidate intermediate.

Enantioselective hydrogen-bond-donor catalysis to access diverse stereogenic-at-P(V) compounds

Desymmetrization of phosphorus(V) dichlorides by chiral H-bonding catalysts accesses many enantio-enriched P(V) compounds.

www.science.org

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Jacobsen Lab

@JacobsenLab

3 years

Congratulations to @dmac68 ( @MacMillan_Lab ) and @ben_list ( @ListLaboratory ) on the @NobelPrize ! It's a great day for asymmetric organocatalysis!

The Nobel Prize

@NobelPrize

3 years

BREAKING NEWS: The 2021 #NobelPrize in Chemistry has been awarded to Benjamin List and David W.C. MacMillan “for the development of asymmetric organocatalysis.”

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Jacobsen Lab

@JacobsenLab

2 years

Last week, we held our annual Paper of the Year meeting, during which we celebrated the great chemistry published in 2022. This year’s winner was the @nagiblab ’s Carbene Reactivity from Alkyl and Aryl Aldehydes

Carbene reactivity from alkyl and aryl aldehydes

Reaction of aldehydes with pivaloyl chloride and then zinc offers versatile and comparatively safe access to carbenes.

www.science.org

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Jacobsen Lab

@JacobsenLab

2 years

We were out in force at the 2022 Stereochemistry GRC this week, having fun reconnecting with old friends and making many new ones. Thank you to the Chairs, @VarinderAggar11 and our own Eric Ashley, for organizing an incredible five days of stellar talks!

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Jacobsen Lab

@JacobsenLab

3 years

Oh we definitely know

Yoon Group

@uwyoongroup

3 years

if you know, you know

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Jacobsen Lab

@JacobsenLab

3 months

Congratulations to @GabrielLovinger and Marcus Sak @msh_yi on their paper in @Nature ! A HBD catalyst accelerates an SN2 pathway despite H-bonding to the nucleophile by preorganizing the ion pair into a reactive conformation, just like an enzyme would!

Catalysis of an SN2 pathway by geometric preorganization

Nature - A small-molecule (646 Da) hydrogen-bond-donor catalyst accelerates the SN2 step of an enantioselective Michaelis–Arbuzov reaction by recapitulating the geometric preorganization...

www.nature.com

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Jacobsen Lab

@JacobsenLab

3 months

Jacobsen Lab reunion at Stereochemistry GRC 2024!

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Jacobsen Lab

@JacobsenLab

3 years

Last night, we had our annual Paper of the Year meeting, during which we celebrated and dissected many excellent papers published in 2021. The winner: @Stahl_Lab 's C(sp3)–H methylation enabled by peroxide photosensitization and Ni-mediated radical coupling

C(sp3)–H methylation enabled by peroxide photosensitization and Ni-mediated radical coupling

Optimal kinetics enables versatile methylation of drug-like compounds by using di-tert-butyl peroxide as oxidant and methyl source.

www.science.org

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Jacobsen Lab

@JacobsenLab

3 years

Congrats to @HaydenChem and Jake Essman on their paper out today in @ScienceMagazine ! Lithium-isothiourea-boronate (LIT) catalyst promotes enantioselective 1,2-boronate rearrangements yielding diversifiable products.

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Jacobsen Lab

@JacobsenLab

4 years

@HarvardCCB is dropping its GRE requirement for the 2020–2021 admissions cycle and is considering this as a long-term policy. #GRExit

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Jacobsen Lab

@JacobsenLab

2 years

Congratulations to Qiuhan, @SamuelMLevi , @CorinWagen , and @AlisonWendlandt on their publication in @Nature ! Bis-thioureas engage biomimetic C-H pi interactions to catalyze highly site- and stereoselective glycosylation of unprotected sugar nucleophiles.

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Jacobsen Lab

@JacobsenLab

3 years

Congrats to our expert sugar chemist, Dr. Qiuhan Li, on his "sweet" dissertation defense! Best of luck at @Merck process!

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Jacobsen Lab

@JacobsenLab

3 years

Congrats to @DennisKutatela1 on his publication in JACS! Rationally optimized hydrogen-bond donors work in concert with cat HCl to promote a highly enantioselective Prins cyclization. Stay tuned for the unexpected origins of 100-fold rate acceleration!

Cooperative Hydrogen-Bond-Donor Catalysis with Hydrogen Chloride Enables Highly Enantioselective...

Cooperative asymmetric catalysis with hydrogen chloride (HCl) and chiral dual-hydrogen-bond donors (HBDs) is applied successfully to highly enantioselective Prins cyclization reactions of a wide...

pubs.acs.org

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Jacobsen Lab

@JacobsenLab

2 years

Congrats to @KCFchemistry on being awarded a Graduate Fellowship in Synthetic Organic Chemistry from @bmsnews ! A well-deserved recognition for a brilliant chemist!

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Jacobsen Lab

@JacobsenLab

2 years

Congratulations to @DennisKutatela1 and @CorinWagen on their paper out now in @J_A_C_S ! HBDs achieve 10^2 rate acceleration in HCl-catalyzed Prins reactions by positioning the chloride to activate the nucleophilic alkene.

Chloride-Mediated Alkene Activation Drives Enantioselective Thiourea and Hydrogen Chloride Co-Cat...

The mechanism of chiral hydrogen-bond donor (HBD) and hydrogen chloride (HCl) co-catalyzed Prins cyclizations was analyzed through a combination of experimental and computational methods and revealed...

pubs.acs.org

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Jacobsen Lab

@JacobsenLab

3 years

Check out our latest @ChemRxiv manuscript by Katherine Forbes on the catalytic, enantioselective synthesis of stereogenic-at-P(V) building blocks and their diversification to a number of interesting products!

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Jacobsen Lab

@JacobsenLab

4 years

Congratulations, @LevinChem , @JohnOvian , and @JacquelyneRead ! A great collaboration with @Sigman_Lab out in @J_A_C_S

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Jacobsen Lab

@JacobsenLab

4 years

Congratulations Qiuhan and @SamuelMLevi ! A great advance in mild, stereoselective glycosylations out in @J_A_C_S ASAPs.

Highly Selective β-Mannosylations and β-Rhamnosylations Catalyzed by Bis-thiourea

We report highly β-selective bis-thioureas-catalyzed 1,2-cis-O-pyranosylations employing easily accessible acetonide-protected donors. A wide variety of alcohol nucleophiles, including complex...

pubs.acs.org

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Jacobsen Lab

@JacobsenLab

3 years

Congratulations to Liz and Shauna @paradinelab ! Unique catalyst effects explored in a HBD-catalyzed enantioselective synthesis of homoallylic amines. Check it out in @J_A_C_S ASAPs.

Enantioselective, Catalytic Multicomponent Synthesis of Homoallylic Amines Enabled by Hydrogen-Bo...

We report a one-step catalytic, enantioselective method for the preparation of homoallylic N-Boc amines directly from acetals. Reactive iminium ion intermediates are generated in situ through the...

pubs.acs.org

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Jacobsen Lab

@JacobsenLab

2 years

Congratulations to @JohnOvian and Petra Vojáčková on their paper in @Nature ! Chiral HBDs induce enantioselectivity and rate acceleration in a cationic-transition-metal-catalyzed reaction by binding the associated counterion.

Enantioselective transition-metal catalysis via an anion-binding approach

Nature - Chiral hydrogen-bond donors bind anions of organometallic catalysts to achieve enantiocontrol and reaction-rate enhancement through ion pairing together with other non-covalent interactions.

www.nature.com

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Jacobsen Lab

@JacobsenLab

4 years

Our annual Paper of the Year discussion was long and resulted in great conversations about the many fantastic papers published in 2020. The winner: @AlisonWendlandt 's synthesis of rare sugars through an epimerization strategy

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Jacobsen Lab

@JacobsenLab

2 years

Congratulations to @JohnOvian and Petra on their latest @ChemRxiv ! Chiral HBDs control achiral cationic Ru co-catalysts in a cyclization reaction through an anion-binding mechanism, leading to high enantioselectivity and rate enhancement.

John Ovian

@JohnOvian

2 years

Very excited to share the heart of my PhD: the culmination of a long-standing effort to apply the principles of anion-binding chemistry in enantioselective organotransition-metal catalysis.

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Jacobsen Lab

@JacobsenLab

4 years

Cheers to Dr. Prithvi Vangal on successfully defending his dissertation! Good luck at @SnapdragonChem !

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Jacobsen Lab

@JacobsenLab

4 years

Congratulations, Jan and Martin!

Adv. Synth. & Catal.

@AdvSynthCatal

4 years

Just accepted #communication by Eric Jacobsen and co-authors @JacobsenLab : #Asymmetric #Nazarov #Cyclizations of #Unactivated #Dienones by Hydrogen‐Bond‐Donor/Lewis Acid Co‐Catalyzed, Enantioselective Proton‐Transfer:

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Jacobsen Lab

@JacobsenLab

3 years

Congratulations, Dan, Russ, and @ZachWickens ! Check out this detailed mechanistic study of the HBD-catalyzed opening of oxetanes with TMSBr or HBr in @J_A_C_S ASAPs.

A Case Study in Catalyst Generality: Simultaneous, Highly-Enantioselective Brønsted- and Lewis-Acid...

Generality in asymmetric catalysis can be manifested in dramatic and valuable ways, such as high enantioselectivity across a wide assortment of substrates in a given reaction (broad substrate scope)...

pubs.acs.org

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Jacobsen Lab

@JacobsenLab

2 years

Thanks, @Dereklowe , for the write-up on our latest @Nature paper on screening for generality in asymmetric catalysis! Check it out👇

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Jacobsen Lab

@JacobsenLab

2 years

Congratulations to @CorinWagen , @spencer_mcminn , and Eugene Kwan #MerckChemistry on their paper in @Nature ! SFC-MS enables rapid, simultaneous ee determination on a set of model substrates, allowing optimization for the most general catalyst. Read here:

Screening for generality in asymmetric catalysis

Nature - The analytical workflow outlined in this study allows multiple crude reaction mixtures to be analysed simultaneously, with substantial reductions in method development and analysis time,...

www.nature.com

Corin Wagen

@CorinWagen

2 years

Excited to share that my collaboration with #MerckChemistry on screening for generality has just been published in Nature!

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Jacobsen Lab

@JacobsenLab

1 year

Congratulations to our G2s Timur ( @timur_adrianov ), Agata ( @agatabikovtseva ), Marcus ( @msh_yi ), and Jonathan on passing their qualifying exams! Looking forward to the all the science you accomplish in the years to come!

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Jacobsen Lab

@JacobsenLab

3 years

Check out @HaydenChem explaining his recent paper with Jake Essman on the development of a highly enantioselective, catalytic Matteson homologation 👇

Synthesis Workshop

@MatthewHorwitz1

3 years

Tune in this week on Synthesis Workshop as Dr. Hayden Sharma ( @HaydenChem @JacobsenLab @HarvardCCB ) shares his work on enantioselective 1,2-boronate rearrangements! Full episode: Key paper: @ScienceMagazine 2021, 374, 752–757.

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Jacobsen Lab

@JacobsenLab

3 years

Congratulations, John, on winning a BMS graduate fellowship! @bmsnews @HarvardCCB

John Ovian awarded EJ Corey Bristol-Myers Squibb Fellowship

John Ovian, a graduate student in the Jacobsen Lab, has been chosen as a recipient of the EJ Corey Bristol-Myers Squibb Fellowship for 2021-22. John’s doctoral research focuses on developing cataly...

www.chemistry.harvard.edu

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Jacobsen Lab

@JacobsenLab

3 years

Excavated some ancient group history from the icy depths of the -80 freezer ❄️⛄️ come claim by 5pm tomorrow to avoid disposal @BalskusLab @MatTheKraken #groupcleanup

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Jacobsen Lab

@JacobsenLab

4 years

Awesome job, @HaydenChem , Katrina, and Eugene! Two similar, highly enantioselective rearrangements catalyzed by the same catalyst go via different mechanisms.

Enantioselective Aryl-Iodide-Catalyzed Wagner–Meerwein Rearrangements

We report a strategy for effecting catalytic, enantioselective carbocationic rearrangements through the intermediacy of alkyl iodanes as stereodefined carbocation equivalents. Asymmetric Wagner–Mee...

pubs.acs.org

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Jacobsen Lab

@JacobsenLab

2 years

Check out this excellent thread on our latest @ChemRxiv by @CorinWagen and @DennisKutatela1 , who did a deep dive into the mechanism of our recent asymmetric prins in @J_A_C_S . Mechanistic study: Synthetic report:

Corin Wagen

@CorinWagen

2 years

My mechanistic collaboration with @DennisKutatela1 @JacobsenLab is now out on Chemrxiv! The central question: how does a simple hydrogen-bond donor accelerate HCl-catalyzed Prins reactions by two orders of magnitude?

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Jacobsen Lab

@JacobsenLab

4 years

Congratulations, @_Picazo ! A deserved recognition of a fantastic chemist and colleague!

Garg Lab UCLA

@GargLab

4 years

Congratulations to Garg Lab alumnus @_Picazo for winning the NIH K99/R00 award! Excited for your continued success in academia💯💯💯 @JacobsenLab @HarvardCCB @uclachem

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Jacobsen Lab

@JacobsenLab

3 years

So excited for you to join us @HarvardCCB !

Richard Liu

@RichrdLiu

3 years

Hello Twitter👋 Excited to announce that I'll be joining @HarvardCCB as an Assistant Professor this summer!🔥🧪🥽 Thanks to @SwagerGroup @BuchwildGroup @JacobsenLab @BetleyGroup & many others for your support🙏 Please get in touch if you're interested in joining our team!

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Jacobsen Lab

@JacobsenLab

3 years

We also wanted to highlight other papers that received many votes, including @WickensGroup 's electrochemical aziridination of alkenes through a dicationic intermediate

Aziridine synthesis by coupling amines and alkenes via an electrogenerated dication

Nature - The synthesis of aziridines—three-membered nitrogen-containing heterocycles—is achieved by a new method involving the electrochemical coupling of alkenes and amines, via a...

www.nature.com

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Jacobsen Lab

@JacobsenLab

4 years

@proteinchemist @TehshikYoon @angew_chem Eric is working with the other International Advisory Board Members on a strong, coordinated response. Please stay tuned.

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Jacobsen Lab

@JacobsenLab

3 years

Congratulations, @JosephJGair1 ! We’re so excited for you and to see all that you’ll do at @MSUChem !

Joseph J Gair

@JosephJGair1

3 years

I’m thrilled to share that I’ll be joining @MSUChem in 2023! Huge thanks to @JCLewisLab and @JacobsenLab for your mentorship and support along the way!

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Jacobsen Lab

@JacobsenLab

2 years

Congratulations, @sohphs ! We can't wait for you to join us!

Shenvi Lab

@Shenvi_Lab

2 years

Graduation live tweet straight from the podium! Congrats to Dr. Sophie Shevick ⁦ @sohphs ⁩ headed to ⁦ @JacobsenLab ⁩ as an NIH postdoctoral fellow. ⁦ @scrippsresearch ⁩ ⁦ @ScrippsNWiS ⁩

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Jacobsen Lab

@JacobsenLab

4 years

An inspiring story by a rising star in chemistry. Give it a read.

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Jacobsen Lab

@JacobsenLab

3 years

Congrats to our latest PhD, @HaydenChem ! Best of luck in the Cravatt lab!

Hayden Sharma

@HaydenChem

3 years

One-day belated, but I am excited to announce that I have successfully defended my thesis!! It was a real treat to celebrate with cake and champagne with the @JacobsenLab afterwards. I am also excited to share that I will be starting a postdoc in the Cravatt lab Jan 2021!

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Jacobsen Lab

@JacobsenLab

4 years

Congratulations, @HaydenChem !

Genentech Jobs

@GenentechJobs

4 years

We’re thrilled to announce our 2020 Graduate Student Symposium in Chemical Research winners! These promising young scientists from around the country will be recognized this week. Learn about our symposium here:

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Jacobsen Lab

@JacobsenLab

4 years

Huge congratulations to @_Picazo ! So excited to see what the #PicazoLab does at @USCChemistry ! Keep chasing those dreams!

Elias Picazo

@_Picazo

4 years

Guess what?! Just accepted an Assistant Professor job offer at @USCChemistry ! I am grateful for family, friends, and teachers/mentors (Armen, Neil @GargLab , and Eric @JacobsenLab among them). I'll do my best. Wahoo! #ChasingDreams @USC #FightOn

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Jacobsen Lab

@JacobsenLab

3 years

@ritter_lab 's development of a new CF3 +/-/• source

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Jacobsen Lab

@JacobsenLab

3 years

and @group_levin 's skeletal editing through nitrogen deletion of secondary amines

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Jacobsen Lab

@JacobsenLab

3 years

Can't wait to see all the cool chemistry that comes from the Read lab at @DartmouthChem ! Congratulations, @JacquelyneRead !

Jacquelyne Read

@JacquelyneRead

3 years

Very excited for this new chapter! Thank you to @Sigman_Lab and @JacobsenLab as well as Keith Woerpel of @NYUchemistry for the many years of training and support!

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Jacobsen Lab

@JacobsenLab

3 years

Congratulations, @LevinChem and @group_levin ! Very cool paper and retrosynthetic disconnection!

Mark Levin

@LevinChem

3 years

Excited beyond words to share my lab's first research paper which is online today at Nature: Have you ever wanted to just "delete" an atom? Anomeric amides let you pluck out nitrogen atoms as N2. So proud of the team! @group_levin @balu_dherange

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Jacobsen Lab

@JacobsenLab

4 years

Excellent work by recent alum @StevenMBanik . Congratulations!

Carolyn Bertozzi

@CarolynBertozzi

4 years

Congratulations to ⁦ @StevenMBanik ⁩ and the team on their publication of #LYTACs ⁦ @nature ⁩. Steve joins our faculty ⁦ @Stanford_ChEMH ⁩ and ⁦ @StanfordUChem ⁩ in Jan 2021, great opportunity for new students and postdocs.

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Jacobsen Lab

@JacobsenLab

4 years

Congratulations, @DiegoBenDiaz ! A well-deserved honor!

Andrei Yudin

@andrei_yudin

4 years

Well done @DiegoBenDiaz , who is now a pdf in @JacobsenLab ! This PhD gold medal is a testament to Diego’s tenacity. He has been a trailblazer and contributed to a range of areas from boron chemistry to exploration of dark conformational space in our lab.

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Jacobsen Lab

@JacobsenLab

3 years

@AndyMcNally367 's Csp2–Csp3 coupling of ligands on phosphonium salts

Phosphorus-mediated sp2–sp3 couplings for C–H fluoroalkylation of azines

Nature - Bench-stable fluoroalkylphosphine reagents are used to form C–CF2X bonds in a one-pot process, reliably fluoroalkylating pyridine building blocks and drug and agrochemical...

www.nature.com

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Jacobsen Lab

@JacobsenLab

2 years

Congratulations, @DiegoBenDiaz , on receiving a Banting Postdoctoral Fellowship from @NSERC_CRSNG ! So well-deserved!

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Jacobsen Lab

@JacobsenLab

2 years

Thanks @Dereklowe for the sweet writeup! #glycotime

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Jacobsen Lab

@JacobsenLab

3 years

The Miller lab's CPA-catalyzed synthesis of oligonucleotides through a DYKAT of phosphoramidites

Catalytic asymmetric and stereodivergent oligonucleotide synthesis

Chiral Brønsted acid catalysts allow efficient access to oligonucleotide targets through P(III) stereogenic intermediates.

www.science.org

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Jacobsen Lab

@JacobsenLab

3 years

@TheNelsonLab @WickensGroup @Nature ⚡️

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Jacobsen Lab

@JacobsenLab

4 years

@Stahl_Lab 's highly efficient C-H arylation using modified quinone co-catalysts

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Jacobsen Lab

@JacobsenLab

4 years

and Tanja Gaich's elegant synthesis of canataxpropellane

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Jacobsen Lab

@JacobsenLab

4 years

We had a number of other papers that received many votes including Masaya Sawamura's asymmetric Csp3-H borylation

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Jacobsen Lab

@JacobsenLab

2 years

@VarinderAggar11 @DrERAChem

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Jacobsen Lab

@JacobsenLab

4 years

@paradinelab Congratulations, Shauna! So happy for you!

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@JacobsenLab

3 years

@BekkaKlausen @BlavatnikAwards @Klausen_Group @NYASciences Congratulations!!

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Jacobsen Lab

@JacobsenLab

2 years

@nagiblab Congratulations!!

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Jacobsen Lab

@JacobsenLab

4 years

Alain Marty's enzymatic decomposition of plastics

An engineered PET depolymerase to break down and recycle plastic bottles

Nature - Computer-aided engineering produces improvements to an enzyme that breaks down poly(ethylene terephthalate) (PET) into its constituent monomers, which are used to synthesize PET of...

www.nature.com

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Jacobsen Lab

@JacobsenLab

3 years

@SongLinLab @songlin_chem @CornellChem Congratulations, Song!!

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Jacobsen Lab

@JacobsenLab