Direct Synthesis of ,-Unsaturated -Keto Esters from Aldehydes and Pyruvates

被引：8
作者：
Mansaray, John Kamanda [1 ]
Sun, Jiarui [1 ]
Huang, Shisheng [1 ]
Yao, Weijun [1 ]
机构：
[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China
来源：
SYNLETT | 2019年 / 30卷 / 07期
基金：
中国国家自然科学基金;
关键词：
unsaturated -keto esters; step economy; pyruvates; aldehydes; aldol condensation; BETA; GAMMA-UNSATURATED ALPHA-KETOESTERS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; MICHAEL ADDITION; ALDOL REACTIONS; ANNULATION; ACCESS; EFFICIENT; ECONOMY; OLEFINS;
D O I：
10.1055/s-0037-1612255
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we describe two practical methods to synthesize ,-unsaturated -keto esters directly from aldehydes and pyruvates promoted by BF (3) center dot Et (2) O in the presence of Ac (2) O or by Ti(OEt) (4) under mild conditions. A variety of aromatic aldehydes was tolerated to afford the desired products in moderate to excellent yield. Moreover, aliphatic aldehydes and Isatin were also employed to give the -alkyl ,-unsaturated -keto esters in moderate yield with use of the Ti(OEt) (4) system.
引用
收藏
页码：809 / 812
页数：4
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