Stereoselective synthesis of unnatural a-amino acid derivatives through photoredox catalysis

Stereoselective synthesis of unnatural a-amino acid derivatives through photoredox catalysis

Bibliographic Details
Parent link:Chemical Science
Vol. 12, iss. 15.— 2021.— [5430, 8 p.]
Corporate Author: Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий
Other Authors: Shatsky A. I. Andrey Ivanovich, Axelsson A. Anton, Stepanova E. V. Elena Vladimirovna, Liu D.-K. Dzhian-Kuan, Temerdashev A. Azamat, Kore B. Bushan, Blumkvist B. Bjern, Gardner D. Dzheyms, Diner P. Piter, Kerkes M. Markus
Summary:Title screen
A protocol for stereoselective C-radical addition to a chiral glyoxylate-derived N-sulfinyl imine was developed through visible light-promoted photoredox catalysis, providing a convenient method for the synthesis of unnatural a-amino acids. The developed protocol allows the use of ubiquitous carboxylic acids as radical precursors without prior derivatization. The protocol utilizes near-stoichiometric amounts of the imine and the acid radical precursor in combination with a catalytic amount of an organic acridinium-based photocatalyst. Alternative mechanisms for the developed transformation are discussed and corroborated by experimental and computational studies.
Published: 2021
Subjects:
электронный ресурс
труды учёных ТПУ
Online Access:https://doi.org/10.1039/D1SC00658D
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=664951

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