Enantioselective Radical Hydroacylation of Enals with α-Ketoacids Enabled by Photoredox/Amine Cocatalysis

被引：73
|
作者：
Zhao, Jia-Jia [1 ]
Zhang, Hong-Hao [1 ]
Shen, Xu [1 ]
Yu, Shouyun [1 ]
机构：
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Analyt Chem Life Sci, Jiangsu Key Lab Adv Organ Mat, Nanjing 210023, Jiangsu, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 04期
基金：
中国国家自然科学基金;
关键词：
INTERMOLECULAR STETTER REACTION; ACTIVATED DOUBLE-BONDS; CATALYZED HYDROACYLATION; MERGING PHOTOREDOX; CARBOXYLIC-ACIDS; COOPERATIVE PHOTOREDOX; ELECTROPHILIC OLEFINS; OXOCARBOXYLIC ACIDS; ORGANIC CATALYSIS; ACYL RADICALS;
D O I：
10.1021/acs.orglett.8b03840
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A photoredox/amine-cocatalyzed enantioselective radical hydroacylation of enals with alpha-ketoacids is described. Acyl radicals generated from alpha-ketoacids act as the acylation reagent with the iminium ions. This strategy provides an efficient way to access synthetically challenging 1,4-dicarbonyl compounds in an enantioselective manner. The reactions of various enals with alpha-ketoacids show the generality and limitations of this method.
引用
收藏
页码：913 / 916
页数：4
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