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

Enantioselective C(sp3)-H Amidation of Thioamides Catalyzed by a CobaltIII/Chiral Carboxylic Acid Hybrid System
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DOI:
10.1002/anie.201812215
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发表时间:
2019-01-21
影响因子:
16.6
通讯作者:
Matsunaga, Shigeki
Matsunaga, Shigeki
中科院分区:
化学1区
文献类型:
--
作者:
Fukagawa, Seiya;Kato, Yoshimi;Matsunaga, Shigeki

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近年来,(CpMIII)-M-x(M=Co,Rh,Ir)催化体系已实现了多种不对称C(sp(2))-H官能化反应,但对映体选择性C(sp(3))-H官能化反应仍未得到很好的探索。我们描述了在非手性Co-III/手性羧酸杂化催化体系下硫代酰胺的不对称C(sp(3))-H酰化反应,该催化体系提供了简单直接的途径来合成具有四元碳立体中心的手性β-氨基硫代羰基和β-氨基羰基结构单元。
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.