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

页码：8059 / 8066

页数：8

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