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Chromium‐Catalysed Asymmetric Dearomatization Addition Reactions of Bromomethylnaphthalenes
Author(s) -
Chen Weiqiang,
Bai Jing,
Zhang Guozhu
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600962
Subject(s) - chemistry , stereocenter , carbazole , chromium , organic chemistry , enantioselective synthesis , combinatorial chemistry , catalysis
The asymmetric dearomatization and addition reaction of bromomethylnaphthalenes with aldehydes proceeded smoothly in the presence of carbazole‐based bisoxazoline CrCl 2 complex to give the corresponding enanioenriched hydroxylated dearomatization products. The excellent chemo‐, regio‐, diastereo‐ and enantioselecitivity are remarkable. Furthermore, hydrogenation of the product led to highly elaborated compound containing three contiguous stereogenic centers.