通过锡-锂交换和环化反应实现3-羟基吡咯烷的不对称合成。
Asymmetric synthesis of 3-hydroxy-pyrrolidines via tin-lithium exchange and cyclization.
作者信息
Christoph Guido, Stratmann Christian, Coldham Iain, Hoppe Dieter
机构信息
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, D-48149 Münster, Germany.
出版信息
Org Lett. 2006 Sep 28;8(20):4469-71. doi: 10.1021/ol061615p.
PMID:16986927
Abstract
We report a method for the synthesis of chiral pyrrolidines using tin-lithium exchange and cyclization reactions. The precursors are formed readily from simple starting materials and undergo tin-lithium exchange by treatment with n-butyllithium. Subsequent intramolecular carbolithiation is stereoselective to give highly enantiomerically enriched pyrrolidines in excellent yields.
摘要
我们报道了一种利用锡-锂交换和环化反应合成手性吡咯烷的方法。前体可由简单的起始原料轻松制得，并通过用正丁基锂处理进行锡-锂交换。随后的分子内碳锂化反应具有立体选择性，能以优异的产率得到对映体高度富集的吡咯烷。
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