Asymmetric Synthesis of 1-Tetralones Bearing a Remote Quaternary Stereocenter through Rh-Catalyzed C–C Activation of Cyclopentanones
Author(s) -
Shusuke Ochi,
Ying Xia,
Guangbin Dong
Publication year - 2020
Publication title -
bulletin of the chemical society of japan
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.145
H-Index - 99
eISSN - 1348-0634
pISSN - 0009-2673
DOI - 10.1246/bcsj.20200147
Subject(s) - stereocenter , tetralones , chemistry , enantioselective synthesis , catalysis , stereochemistry , organic chemistry , combinatorial chemistry
Herein, we describe the preparation of 1-tetralones bearing a remote quaternary stereocenter in a highly enantioselective manner. A sequence of Pd-catalyzed asymmetric 1,4-addition and Rh-catalyzed enantiospecific C-C/C-H activation delivers diverse 1-tetralones with a C4 quaternary stereocenter, which are prepared in good overall yields and high enantioselectivity.
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