Nickel-Catalyzed Enantioselective Decarboxylative Acylation: Rapid, Modular Access to α-Amino Ketones

被引：9
|
作者：
Gao, Yang [1 ]
Baran, Phil S. [1 ]
机构：
[1] Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 50期
关键词：
Acylation; Decarboxylation; Enantioselective; Nickel; alpha-Amino Ketones; MIGRATORY REDUCTIVE ACYLATION; ALKYL-HALIDES; ELECTROCHEMICAL SYNTHESIS; COUPLING SYNTHESIS; CARBOXYLIC-ACIDS; DUAL NICKEL; AMINATION; ANALOGS; AMIDES; DOPAMINE;
D O I：
10.1002/anie.202315203
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new approach to the enantiocontrolled synthesis of alpha-amino ketone derivatives is disclosed by employing a decarboxylative acylation strategy. Thus, when an acyl chloride and an alpha-amido-containing redox-active ester are exposed to a nickel catalyst, chiral ligand, and metal reductant, alpha-amido ketones are produced in good yield and high ee. The reaction exhibits broad substrate scope, can be easily scaled up, and is applied to dramatically simplify the synthesis of several known structures.
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页数：6
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