Stereoselective synthesis of substituted all-trans 1,3,5,7-octatetraenes by a modified Ramberg-Backlund reaction

被引：26

作者：

Cao, XP ^{[1
]}

机构：

[1] Lanzhou Univ, Dept Chem, Lanzhou 730000, Peoples R China

[2] Lanzhou Univ, Natl Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

TETRAHEDRON | 2002年 / 58卷 / 07期

基金：

中国国家自然科学基金;

关键词：

octatetraenes; allylic dienylic sulfones; Ramberg-Backlund reaction;

D O I：

10.1016/S0040-4020(01)01224-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of allylic dienylic sulfone with dibromodifluoromethane in the presence of alumina-supported KOH in dichloro-methane solution results in facile rearrangement affording the corresponding all-trans 1,3,5,7-octatetraenes in excellent yields. This result shows that the double bonds of stereochemically defined allylic dienylic sulfone retain their stereochemistry and the newly formed double bond has an (E)-configuration in the modified Ramberg-Backlund procedure. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1301 / 1307

页数：7

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