Synthesis of cholaphanes by ring closing metathesis

被引:22
|
作者
Czajkowska, Dorota [1 ]
Morzycki, Jacek W. [1 ]
机构
[1] Univ Bialystok, Inst Chem, PL-15443 Bialystok, Poland
关键词
D O I
10.1016/j.tetlet.2007.02.099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of cholaphanes by ring closing metathesis (RCM) of 3 alpha,7 alpha,12 alpha,24-tetraol allyl derivatives, obtained from cholic acid, was attempted. The reactions of tetraol 3,24-diallyl ether or 3,24-diacrylate were not satisfactory. However, diallyl derivatives of disteroidal 3,3'- or 24,24'-ortho-phthalates reacted smoothly affording cyclic dimers in good yields. In all the reactions studied, the E isomers of the macrocycles were obtained in excess. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2851 / 2855
页数:5
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