银催化醛亚胺的对映选择性烯丙基化反应
Enantioselective Ag-Catalyzed Allylation of Aldimines.
作者信息
Naodovic Marina, Wadamoto Manabu, Yamamoto Hisashi
机构信息
Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA.
出版信息
European J Org Chem. 2009 Aug 26;2009(30):5129-5131. doi: 10.1002/ejoc.200900669.
Abstract
A highly enantioselective synthesis of homoallylic amines, using allyltrimethoxysilane under Ag(I) catalytic conditions, has been developed. Among the chiral ligands investigated, a remarkable difference in the resulting Ag(I) complexes was observed. Under mild conditions and low catalyst loadings, homoallylamines were produced in high ee values (up to 80%) and good yields. The methodology can be further extended to a diastere- and enantioselective crotylation of aldimines.
摘要
已经开发出一种在Ag(I)催化条件下使用烯丙基三甲氧基硅烷对高烯丙基胺进行高度对映选择性合成的方法。在所研究的手性配体中，观察到所得Ag(I)配合物存在显著差异。在温和条件和低催化剂负载量下，以高对映体过量值（高达80%）和良好产率生成了高烯丙基胺。该方法可以进一步扩展到醛亚胺的非对映和对映选择性巴豆酰化反应。
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