α-Fluoroallenoate Synthesis via N-Heterocyclic Carbene-Catalyzed Fluorination Reaction of Alkynals

被引：29
|
作者：
Wang, Xu [1 ]
Wu, Zijun [1 ]
Wang, Jian [1 ]
机构：
[1] Tsinghua Univ, Sch Med, Dept Pharmacol & Pharmaceut Sci, Beijing 117543, Peoples R China
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 03期
关键词：
ENANTIOSELECTIVE FLUORINATION; ASYMMETRIC FLUORINATION; EFFICIENT SYNTHESIS; BETA-KETOESTERS; UMPOLUNG; ALLENES; TRIFLUOROMETHYLATION; ORGANOCATALYSIS; GENERATION; ALDEHYDES;
D O I：
10.1021/acs.orglett.5b03615
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first catalytic alpha-fluoroallenoate synthesis is described. With a suitable combination of N-heterocyclic carbene precatalyst, base, and fluorine reagent, the reaction proceeded smoothly to yield a wide range of alpha-fluoroallenoates with excellent chemoselectivity. These substituted alpha-fluorinated allenoates have been synthesized for the first time, and they are versatile synthetic intermediates toward other useful fluorine-containing building blocks.
引用
收藏
页码：576 / 579
页数：4
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