Grotjahn, Sascha and Mueller, Lea and Pattanaik, Aryaman and Falk, Alexander and Barison, Giorgia and Bauer, Jonathan O. and Rehbein, Julia and Gschwind, Ruth M. and Koenig, Burkhard (2024) Regio-, diastereo- and enantioselectivity in the photocatalytic generation of carbanions via hydrogen atom transfer and reductive radical-polar crossover. ORGANIC CHEMISTRY FRONTIERS, 11 (20). pp. 5890-5900. ISSN 2052-4129,
Full text not available from this repository. (Request a copy)Abstract
A sequence involving photocatalytic hydrogen atom transfer (HAT), reductive radical-polar crossover (RRPCO), and protonation/deuteration for stereochemical editing at benzylic positions is described. A systematic screening of substrates with benzylic C-H bonds provides trends in reactivity for C-H activation by silane thiols. A cis/trans isomerization of dihydrobenzofurans proceeding under kinetic control in the HAT step is presented, and the concept is transferred to a deracemization by chiral silane thiols as HAT reagents in a proof of concept study.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | DERACEMIZATION; EPIMERIZATION; ISOMERIZATION; ACTIVATION; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 26 Aug 2025 09:40 |
| Last Modified: | 26 Aug 2025 09:40 |
| URI: | https://pred.uni-regensburg.de/id/eprint/64020 |
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