Asymmetric Paternò–Büchi Reaction
Jesse, Tahoe, Wes, and Yerin have a terrific new paper in JACS today about the long road to an asymmetric catalytic Paternò–Büchi reaction. A great collaboration with Kent and the Wright lab at UW.
Tag: papers
Solid-state synthesis of the truxillates
In JACS today, Ellie, Hyung Joo, and Matt report a general approach to the truillate family of natural products enabled by solid state photochemistry. Synthetically, this paper complements the route to the truxinates we published last year and provides comprehensive control over the construction of the large class of dimeric cyclobutane natural products. Special thanks …
Enantioselective 6π Photoelectrocyclizations
The latest chapter in our ongoing collaboration with the Baik group is now published in JACS. Wes and Hanna lead a comprehensive synthetic, spectroscopic, and computational study of highly enantioselective 6π photoelectrocyclizations. Previously on the Rxiv.
Cu oxidant review
A coda to Grace’s successful PhD career: her review describing the use of Cu(II) salts as terminal oxidants in photochemical reactions is online at OBMC.
General synthesis of the truxinates
Part of the motivation for continued development of enantioselective photocatalysis has been the possibility of streamlining the synthesis of densely substituted small-ring compounds. Matt, Matthew, and Herman have devised a demonstration of this principle by completing the convergent enantio-, diastereo-, chemo-, and regioselective synthesis of five natural products. See the report online now at JACS.
Allylic amination
Grace, Ellie, and Nic have leveraged an unexpected observation into an unusual method for allylic amination using Cu(II)-mediated radical–polar crossover. Online now at OL!
Photosensitized De Mayo reactions
Riley, Andrew, and Eunji’s study showing how Lewis acids can improve the scope of sensitized De Mayo reactions is online at Org Lett!
Fe-mediated decarboxylative coupling
Grace and Sam’s magnum opus on Fe(III)-mediated photochemical couplings of carboxylic acid feedstocks is published in Chem. This is the second installment in a productive collaboration with Scott Bagley and Mark Bundesmann at Pfizer.
TA spectroscopy for photocatalytic synthesis
TA spectroscopy can provide detailed insight into the mechanisms of photocatalytic reactions. Read Wes’ tutorial review in this year’s Specialist Periodical Reports – Photochemistry.
Cross-ketonization
Andrew developed a method to selectively combine two different carboxylic acid feedstocks into unsymmetrical ketones using a metallaphotoredox strategy. The result is a modern take on the industrial process of acid ketonization, updated for complex molecule synthesis. This project was born out of a pandemic brainstorm, and we’re pleased to see it online today at …