A Facile and Mild Approach for Stereoselective Synthesis of α-Fluoro-α,β-unsaturated Esters from α-Fluoro-β-keto Esters via Deacylation

被引：21
作者：
Qian, Jinlong [1 ]
Yi, Wenbin [1 ]
Lv, Meifang [1 ]
Cai, Chun [1 ]
机构：
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
来源：
SYNLETT | 2015年 / 26卷 / 01期
基金：
中国国家自然科学基金;
关键词：
olefination; highly stereoselective; deacylation; fluoroolefins; carbon-carbon bond cleavage; WADSWORTH-EMMONS REACTION; ALPHA; BETA-UNSATURATED ESTERS; CONVENIENT SYNTHESIS; VERSATILE REAGENT; VINYL FLUORIDES; WITTIG REACTION; REACTION MODE; ALDEHYDES; OLEFINS; INHIBITORS;
D O I：
10.1055/s-0034-1378917
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The highly stereoselective olefination reaction of alpha-fluoro-beta-keto esters for the synthesis of alpha-fluoro-alpha,beta-unsaturated esters has been developed. The olefination combines nucleophilic addition, intramolecular nucleophilic addition, and elimination in one step, as well as provides a facile synthetic approach to alpha-fluoro-alpha,beta-unsaturated esters which are important units in many biologically active compounds and useful precursors in a variety of functional-group transformations.
引用
收藏
页码：127 / 132
页数：6
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