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Enantioselective C(sp 3 )–H Amidation of Thioamides Catalyzed by a Cobalt III /Chiral Carboxylic Acid Hybrid System
Author(s) -
Fukagawa Seiya,
Kato Yoshimi,
Tanaka Ryo,
Kojima Masahiro,
Yoshino Tatsuhiko,
Matsunaga Shigeki
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201812215
Subject(s) - enantioselective synthesis , stereocenter , catalysis , chemistry , cobalt , carboxylic acid , chirality (physics) , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , chiral symmetry , physics , quantum mechanics , quark , nambu–jona lasinio model
Recent advances in Cp x M III catalysis (M=Co, Rh, Ir) have enabled a variety of enantioselective C(sp 2 )−H functionalization reactions, but enantioselective C(sp 3 )−H functionalization is still largely unexplored. We describe an asymmetric C(sp 3 )−H amidation of thioamides using an achiral Co III /chiral carboxylic acid hybrid catalytic system, which provides easy and straightforward access to chiral β‐amino thiocarbonyl and β‐amino carbonyl building blocks with a quaternary carbon stereocenter.