3,5-bis(trifluoromethyl)phenyl sulfones in the modified Julia olefination:: application to the synthesis of resveratrol

被引：41

作者：

Alonso, DA ^{[1
]}

Nájera, C ^{[1
]}

Varea, M ^{[1
]}

机构：

[1] Univ Alicante, Dept Quim Organ, E-03080 Alicante, Spain

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 03期

关键词：

julia olefination; sulfones; (Z/E)-selectivity; resveratrol;

D O I：

10.1016/j.tetlet.2003.10.196

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction between carbanions derived from alkyl 3,5-bis(trifluoromethyl)phenyl sulfones and aldehydes, affords with good yields and stereoselectivities the corresponding 1,2-disubstituted alkenes through the Julia-Kocienski olefination reaction. This one-pot protocol can be performed using KOH at room temperature or the phosphazene base P4-t-Bu at -78 degreesC, and has been successfully used in a high yielding and stereoselective synthesis of various stilbenes such as resveratrol. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：573 / 577

页数：5

共 39 条

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