Convenient stereoselective synthesis of β-perfluoroalkyl α,β-unsaturated esters via Horner-Wadsworth-Emmons reactions

被引：8
|
作者：
Yamazaki, Takashi [1 ]
Mano, Noriko [1 ]
Hikage, Reo [1 ]
Kaneko, Tsutomu [1 ]
Kawasaki-Takasuka, Tomoko [1 ]
Yamada, Shigeyuki [1 ]
机构：
[1] Tokyo Univ Agr & Technol, Inst Engn, Div Appl Chem, Koganei, Tokyo 1848588, Japan
来源：
TETRAHEDRON | 2015年 / 71卷 / 42期
关键词：
Horner-Wadsworth-Emmons reactions; alpha; beta-Unsaturated esters; Perfluoroalkyl groups; Perfluoroalkylated hemiacetals; Perfluoroalkylated ketones; MICHAEL ADDITION; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; EXCHANGE-REACTION; KETONES; REAGENTS; CONSTRUCTION; OLEFINATION; GENERATION; REDUCTION;
D O I：
10.1016/j.tet.2015.08.048
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Condensation of Horner-Wadsworth-Emmons reagents 3 and ketones 2 with a perfluoroalkyl (Rf) moiety prepared in situ was proved to be significantly efficient and powerful methods for the construction of a wide variety of alpha,beta-unsaturated esters with Rf and R-1 groups both at the beta-position due to convenient avoidance of usually tedious as well as troublesome isolation steps of these ketones 2. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8059 / 8066
页数：8
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