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

页码：127 / 132

页数：6

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