Joe wins Turner B. and Lesly Shelton award

Congratulations to G4 student Joseph Derosa, who has been selected for the prestigious 2018/2019 Turner B. and Lesly Shelton award from the Skaggs Graduate School at Scripps Research. Well done and well deserved, Joe!

About the award: Mrs. Lesly Starr Shelton was among the most ardent supporters of Scripps Research. Mrs. Shelton, alongside her husband Turner, supported both undergraduate and graduate education at several insitutions across the US, but Scripps Research was perhaps closest aligned with her personal passions. Mrs. Shelton’s family had been involved in the early pharmaceutical industry and she knew firsthand the value of education in basic research and its application towards the diagnosis, prevention and treatment of disease. The Skaggs Graduate Schools continues to honor Mrs. Shelton’s legacy and passion for education and research each year by awarding the Turner B. and Lesly Shelton Scholarship to a promising young scientist at Scripps Research.

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New First Year Students Join the Lab

Four new first year students start their research in the Engle Lab: Lucas Oxtoby (UW Madison), Taeho Kang (KAIST), Zi-Qi Li (Nanakai University), and Alena Vasquez (Oregon State). They have already put in a month of hard work before classes start next week, and we are excited to have them as part of the team!

General Reductive Heck Reaction- Now in Press

Our paper describing a reductive Heck hydroarylation reaction that is compatible with a variety of terminal and internal alkenes was accepted for publication today in ACS Catal. (click here). To bring this reaction to fruition we employ a high ligand-to-Pd(0) ratio to maintain coordinative saturation around the metal and prevent beta-hydride elimination. We originally focused the study exclusively on terminal alkenes but discovered that the reaction is actually reasonably efficient with cyclic internal alkenes during the peer review, so thanks to the referees for suggesting those experiments! (Acyclic internals are still a work in progress.) One of the most notable attributes of the reaction is that is extremely simple to set up, as it uses reagents that are commonly available in any organic chemistry lab and can be performed without exclusion of air or moisture. As a bonus, it tolerates a variety of Lewis basic functional groups, including pyridine heterocycles. Hats off to John who was the mastermind behind this project and performed 100% of the experiments in the final publication. As a reminder, a pre-print of this work was published on ChemRxiv back in June (click here).

Reductive Heck

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Zhen wins Lesly Starr Shelton Award

Congratulations to G4 student Zhen Liu who has been selected as the recipient of the 2017–2018 Lesly Starr Shelton Award for Excellence in Chemistry Graduate Studies. Way to go, Zhen!

About the award: Lesly Starr Shelton was a generous benefactor who has provided in her estate for an endowed scholarship in the chemistry graduate program at Scripps Research. Ms. Shelton has supported a student through this award since 1997, and was deeply interested in encouraging students in the sciences throughout her life.

Catalytic Cleavage of Strong Covalent Bonds via beta-X Elimination

In a paper appearing today online in Nat. Chem., the Engle lab reports a method of cleaving typically unreactive carbon–carbon and carbon–heteroatom bonds via β-X elimination from alkylpalladium(II) intermediates. This reaction enables functional group metathesis (or exchange) between C(sp3)–C, C(sp3)–N, C(sp3)–O, and C(sp3)–S, and C(sp3)–F bonds, which has enabled the development of synthetically useful new transformations, such as the upgrading of inexpensive natural amino acids to valuable non-natural counterparts. Congrats to the project team of Van, John, and Kin on this awesome piece of work. Click here for a link.

beta-elimination

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Tim, Omar, and Nhi complete their internships

It is a bittersweet week, as the Engle lab bids farewell to three awesome summer interns: Tim Gallagher (Claremont McKenna), Omar Apolinar (CSU San Marcos), and Nhi Nguyen (San Marcos High School). All three made huge contributions to their respective projects, and we will miss them all dearly. Thanks to all three for their hard work throughout the summer, and props to Van, Mingyu, and Rei for being great mentors. We look forward to following Tim, Omar, and Nhi’s progress throughout their careers as they take the chemistry world by storm!

 

 

 

 

Engle Lab Organizes Inaugural Organometallics Bootcamp

Senior members of the Engle lab are organizing the inaugural “Organometallics Bootcamp” for incoming first-year grad students, undergraduates, and guests from other groups at TSRI and neighboring universities. The bootcamp meets mornings from 8–9 AM and select evenings, and it covers topics ranging from basic structure and bonding to state of the art cross-coupling methods. Contact keary(at)scripps.edu if you are interested in participating.