Premium
Asymmetric α‐Alkylation of β‐Ketocarbonyls via Direct Phenacyl Bromide Photolysis by Chiral Primary Amine
Author(s) -
Zhang Wenzhao,
Zhu Yunbo,
Zhang Long,
Luo Sanzhong
Publication year - 2018
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201800125
Subject(s) - chemistry , phenacyl , stereocenter , alkylation , amine gas treating , enantioselective synthesis , primary (astronomy) , photochemistry , phenacyl bromide , photosensitizer , bromide , halide , catalysis , combinatorial chemistry , organic chemistry , physics , astronomy
Enantioselective α‐photoalkylation of β‐ketocarbonyls without any external photosensitizer was described in this work. The photoalkylation reactions, enabled solely by a chiral primary amine catalyst, provided convenient constructions of all‐carbon quaternary stereocenters with good activity and high enantioselectivity. Mechanism studies revealed a direct photolytic radical chain process under visible light irradiation.