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
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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