Construction of Quaternary Stereogenic Carbon Centers by the Lewis Base Catalyzed Conjugate Addition of Silyl Ketene Imines to α,β-Unsaturated Aldehydes and Ketones
Construction of Quaternary Stereogenic Carbon Centers by the Lewis Base Catalyzed Conjugate Addition of Silyl Ketene Imines to α,β-Unsaturated Aldehydes and Ketones
复制标题
DOI：
10.1055/s-0029-1219963
复制
发表时间：
2010-07-01
期刊：
影响因子：
2
通讯作者：
Wilson, Tyler W.
中科院分区：
文献类型：
--
作者：
Denmark, Scott E.;Wilson, Tyler W.
描述了甲硅烷基烯酮亚胺与 α,β-不饱和醛和酮的高度位点选择性 Mukaiyama-Michael 加成。四氯化硅和手性双磷酰胺的组合提供了一种有效的催化剂体系，用于促进甲硅烷基烯酮亚胺加成到各种芳香烯醛上，具有高位点选择性和中等至良好的非对映和对映选择性。
Highly site-selective Mukaiyama-Michael additions of silyl ketene imines to alpha,beta-unsaturated aldehydes and ketones are described. The combination of silicon tetrachloride and a chiral bisphosphoramide provides an effective catalyst system for promoting the addition of silyl ketene imines to a variety of aromatic enals with high site selectivity and moderate to good diastereo-and enantioselectivity.