The synthesis of 14-membered macrocyclic ethers

被引:0
|
作者
Clyne, DS [1 ]
Weiler, L [1 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
关键词
cyclisation; ethers; macrocyclic; thiocarbonyl compounds;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As part of on ongoing study of the chemistry of macrocyclic compounds, 14-membered macrocyclic ethers with a variety of methyl substitution patterns were synthesized. The preparation of these macrocyclic ethers involved either the Baeyer-Villiger ring expansion of a cyclic ketone, or the macrolactonization of a hydroxy acid to give a lactone. The lactone carbonyl was removed either by conversion to an intermediate thionolactone obtained by reaction with Lawesson's reagent and reduction, or by direct reduction using a boron trifluoride etherate mediated sodium borohydride reaction. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:13659 / 13682
页数:24
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