手性亚砜作为中性配位有机催化剂用于烯丙基三氯硅烷对N-酰基腙的不对称烯丙基化反应。
Chiral sulfoxides as neutral coordinate-organocatalysts in asymmetric allylation of N-acylhydrazones using allyltrichlorosilanes.
作者信息
Kobayashi Shū, Ogawa Chikako, Konishi Hideyuki, Sugiura Masaharu
机构信息
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
出版信息
J Am Chem Soc. 2003 Jun 4;125(22):6610-1. doi: 10.1021/ja035061m.
Sulfoxides were first introduced to the allylation of N-acylhydrazones with allyltrichlorosilanes as effective neutral coordinate-organocatalysts (NCOs). Both high diastereo- and enantioselectivity were attained when optically active chiral sulfoxides were used. Asymmetric crotylations using (Z)- and (E)-crotyltrichlorosilanes showed a high level of stereospecificity (Z --> anti and E --> syn) with high enantioselectivity.
亚砜首次作为有效的中性配位有机催化剂（NCOs）被引入到N-酰基腙与烯丙基三氯硅烷的烯丙基化反应中。当使用旋光性手性亚砜时，可同时获得高非对映选择性和对映选择性。使用(Z)-和(E)-巴豆基三氯硅烷的不对称巴豆基化反应表现出高度的立体专一性（Z型→反式，E型→顺式）以及高对映选择性。
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