Premium
Visible‐Light‐Induced Photoreductive Generation of Radicals from Epoxides and Aziridines
Author(s) -
Larraufie MarieHélène,
Pellet Rémy,
Fensterbank Louis,
Goddard JeanPhilippe,
Lacôte Emmanuel,
Malacria Max,
Ollivier Cyril
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201007571
Subject(s) - radical , photochemistry , chemistry , organic chemistry
It's a trap! Both epoxides and aziridines substituted by an aryl ketone can be reduced efficiently using visible‐light photoredox catalysts. The radicals generated were trapped by allyl sulfones, and formed α‐branched β‐hydroxy or amino derivatives with high diastereocontrol (see scheme; dtbbpy=4,4′‐di‐ tert ‐butyl‐2,2′‐bipyridine, ppy=2‐phenylpyridine).