The unexpected course of the reaction of steroid sapogenins with diacetoxyiodobenzene and BF3•Et2O in formic acid

被引：31
|
作者：
Iglesias-Arteaga, Martin A. [1 ]
Arcos-Ramos, Rafael O. [1 ]
Mendez-Stivalet, Jose M. [1 ]
机构：
[1] Univ Nacl Autonoma Mexico, Fac Quim, Dept Quim Organ, Mexico City 04510, DF, Mexico
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 42期
关键词：
D O I：
10.1016/j.tetlet.2007.08.071
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of steroid sapogenins of both the 25R and 25S series with diacetoxyiodobenzene and BF3 center dot Et2O in formic acid produced a mixture of an equatorial 23-formyloxysapogenin, a 16 beta,23:23,26-diepoxy-22-one and a bisnorcholanic lactone. The outcome of this reaction, that drastically differs from the same reaction in acetic acid, opens up new possibilities for the transformation of the side chain of steroid sapogenins. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7485 / 7488
页数：4
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