Stereoselective Synthesis of Monofluoroalkyl α,β-Unsaturated Ketones From Allenyl Carbinol Esters Mediated by Gold and Selectfluor

被引：31

作者：

Jin, Zhuang ^{[1
]}

Hidinger, Rachel S. ^{[1
]}

Xu, Bo ^{[1
]}

Hammond, Gerald B. ^{[1
]}

机构：

[1] Univ Louisville, Dept Chem, Louisville, KY 40292 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 17期

基金：

美国国家科学基金会;

关键词：

ENAMINE PHOSPHONATES; ANALOGS; REAGENT; COMPLEXES; ALDEHYDES; IMINES; AMINES;

D O I：

10.1021/jo301239p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allenyl carbinol ester 3 isomerizes to an E,Z mixture of the corresponding diene 2 in the presence of gold catalyst 4, but the resulting mixture yields monofluoroallcyl alpha,beta-unsaturated ketone 1 with exclusive E selectivity and in high yields after reaction with Selectfluor.

引用

页码：7725 / 7729

页数：5

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