N-杂环卡宾催化的硅基烯醇醚的形成。

N-heterocyclic carbene-catalyzed silyl enol ether formation.

作者信息

Song Jinhua J, Tan Zhulin, Reeves Jonathan T, Fandrick Daniel R, Yee Nathan K, Senanayake Chris H

机构信息

Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., 900 Old Ridgebury Road/P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA.

出版信息

Org Lett. 2008 Mar 6;10(5):877-80. doi: 10.1021/ol703025b. Epub 2008 Jan 31.

DOI:10.1021/ol703025b

PMID:18232703

Abstract

N-Heterocyclic carbenes (NHCs) were found to catalyze the silyl transfer from trialkylsilyl ketene acetals to ketones. In the presence of a catalytic amount of NHC 3 (IAd, 0.1 to 5 mol %), a series of enolizable ketones as well as cyclohexanecarboxaldehyde were efficiently converted into the corresponding silyl enol ethers at 23 degrees C in THF.

摘要

人们发现氮杂环卡宾（NHCs）能催化三烷基甲硅烷基烯酮缩醛向酮的硅基转移反应。在催化量的NHC 3（IAd，0.1至5摩尔%）存在下，一系列可烯醇化的酮以及环己烷甲醛在23℃的四氢呋喃中能有效地转化为相应的硅基烯醇醚。