Asymmetric, catalytic, vinylogous aldol reactions using pyrrole-based dienoxy silanes. Enantioselective synthesis of α,β-unsaturated γ-butyrolactam synthons
Asymmetric, catalytic, vinylogous aldol reactions using pyrrole-based dienoxy silanes. Enantioselective synthesis of α,β-unsaturated γ-butyrolactam synthons
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DOI：
10.1016/j.tetlet.2009.02.181
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发表时间：
2009-07-01
影响因子：
1.8
通讯作者：
Casiraghi, Giovanni
中科院分区：
文献类型：
--
作者：
Curti, Claudio;Sartori, Andrea;Casiraghi, Giovanni
本文描述了2-硅氧基吡咯供体与芳香醛或杂芳醛受体之间的一种实用的催化和对映体选择性的芳香醛缩合反应。用对映体双磷酰胺催化剂与SiCl(4)配合，高产率地合成了各种α，β-不饱和-三角洲-羟基化的伽马-丁内酰胺化合物，并具有良好的位置选择性、非对映选择性和对映体选择性。(C)2009爱思唯尔有限公司。保留所有权利。
A practical, catalytic and enantioselective vinylogous Mukaiyama aldol reaction between 2-silyloxypyrrole donors and aromatic or heteroaromatic aldehyde acceptors is described. Using an enantiopure bisphosphoramide catalyst in conjunction with SiCl(4), a variety of alpha,beta-unsaturated-delta-hydroxylated gamma-butyrolactam compounds were synthesized in high yields and with good to excellent levels of site-, diastereo- and enantioselectivity. (C) 2009 Elsevier Ltd. All rights reserved.