Highly Enantioselective Mannich Reactions with α-Aryl Silyl Ketene Acetals and Imines
作者:Gregory T. Notte、Jenny M. Baxter Vu、James L. Leighton
DOI:10.1021/ol103096u
日期:2011.2.18
Mannich reactions with chiral silicon Lewis acid activated acylhydrazones and α-aryl silyl ketene acetals and α-aryl,α-alkyl silyl ketene imines proceed efficiently and with good to excellent levels of both diastereoselectivity and enantioselectivity. The reactions provide access to α-aryl,β-hydrazido esters and α-aryl,α-alkyl,β-hydrazido nitriles, which are valuable analogs of β-amino acids.
与手性硅路易斯酸活化的酰基腙和 α-芳基甲硅烷基乙烯酮缩醛和 α-芳基,α-烷基甲硅烷基乙烯酮亚胺的曼尼希反应有效地进行,并具有良好至极好的非对映选择性和对映选择性。该反应提供了获得 α-芳基、β-酰肼基酯和 α-芳基、α-烷基、β-酰肼基腈的途径,它们是 β-氨基酸的有价值的类似物。