Stereoselective synthesis of 2,4,6-trisubstituted tetrahydropyrans by the use of cyclopropanols as homoenols

被引：29
|
作者：
Lee, Hyung Goo [1 ]
Lysenko, Ivan L. [1 ]
Cha, Jin Kun [1 ]
机构：
[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 18期
关键词：
cyclization; cyclopropanols; homoenols; synthetic methods; tetrahydropyrans;
D O I：
10.1002/anie.200700172
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) A convenient method for preparing all-cis 2,4,6-trisubstituted tetrahydropyrans and the corresponding 2,6-trans isomers has been developed. This trimethylsityl triflate mediated coupling of cyclopropanols with a 2-hydroxyalkyl side chain to aldehydes (see scheme) is also suitable for the coupling of two large subunits to generate structural complexity in a rapid and highly convergent manner. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：3326 / 3328
页数：3
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