由三甲基甲硅烷基三氟甲磺酸酯介导的一锅法烯醇硅烷形成 - 对二甲基缩醛的 Mukaiyama 羟醛型加成反应。
One-pot enol silane formation-Mukaiyama aldol-type addition to dimethyl acetals mediated by TMSOTf.
作者信息
Downey C Wade, Johnson Miles W, Tracy Kathryn J
机构信息
Gottwald Center for the Sciences, University of Richmond, Richmond, Virginia 23173, USA.
出版信息
J Org Chem. 2008 Apr 18;73(8):3299-302. doi: 10.1021/jo8001084. Epub 2008 Mar 12.
PMID:18335962
Abstract
Various ketones, esters, amides, and thioesters add in high yield to dimethyl acetals in the presence of silyl trifluoromethanesulfonates and an amine base. Acetals derived from aryl, unsaturated, and aliphatic aldehydes are all effective substrates. The reaction proceeds in a single reaction flask, with no purification of the intermediate enol silane necessary.
摘要
在三氟甲磺酸硅酯和胺碱存在下，各种酮、酯、酰胺和硫酯能以高产率加成到二甲基缩醛上。衍生自芳基、不饱和醛和脂肪醛的缩醛都是有效的底物。该反应在单个反应烧瓶中进行，无需对中间体烯醇硅烷进行纯化。
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