作者:Armando Carlone、Giuseppe Bartoli、Marcella Bosco、Fabio Pesciaioli、Paolo Ricci、Letizia Sambri、Paolo Melchiorre
DOI:10.1002/ejoc.200700873
日期:2007.11
β-hydroxylation of α,β-unsaturated ketones was accomplished by using oximes as the oxygen-centered nucleophile. Optically active products are obtained with enantioselectivity up to 94 %. Central to these studies was the use of catalytic primary amine salt A, in which both the cation and the anion are chiral. Amine A exhibits high reactivity and selectivity for iminium-ion catalysis with enones. The potential
α,β-不饱和酮的高度对映选择性有机催化β-羟基化是通过使用肟作为以氧为中心的亲核试剂来完成的。获得的光学活性产品的对映选择性高达 94%。这些研究的核心是使用催化伯胺盐 A,其中阳离子和阴离子都是手性的。胺 A 对与烯酮的亚胺离子催化表现出高反应性和选择性。迈克尔加合物在对映体富集的反和顺 1,2-二醇中的容易转化证明了这种新型转化的潜在兴趣,而不会降低光学纯度。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany , 2007)