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.
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页码：1301 / 1307
页数：7
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