Enantioselective C(sp3)-H Amidation of Thioamides Catalyzed by a CobaltIII/Chiral Carboxylic Acid Hybrid System

被引：197
|
作者：
Fukagawa, Seiya [1 ]
Kato, Yoshimi [1 ]
Tanaka, Ryo [1 ]
Kojima, Masahiro [1 ]
Yoshino, Tatsuhiko [1 ]
Matsunaga, Shigeki [1 ]
机构：
[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 04期
关键词：
asymmetric catalysis; C-H activation; chiral carboxylic acids; cobalt; thioamide; C-H ACTIVATION; CHIRAL CYCLOPENTADIENYL LIGANDS; INTERMOLECULAR AMINATION; SELECTIVE FUNCTIONALIZATION; BIARYL COMPOUNDS; BONDS; ALKYLAMINES; ACCESS; COMPLEXES; MECHANISM;
D O I：
10.1002/anie.201812215
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Recent advances in (CpMIII)-M-x 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 beta-amino thiocarbonyl and beta-amino carbonyl building blocks with a quaternary carbon stereocenter.
引用
收藏
页码：1153 / 1157
页数：5
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