使用动力学拆分催化剂确定绝对构型。
Determination of absolute configuration using kinetic resolution catalysts.
机构信息
Department of Chemistry, 1102 Natural Sciences II, University of California-Irvine, Irvine, California 92697, USA.
出版信息
Org Lett. 2011 Aug 19;13(16):4470-3. doi: 10.1021/ol201902y. Epub 2011 Jul 21.
Abstract
A new method was developed to assign the absolute configuration of molecules using kinetic resolution catalysts. Secondary alcohols were acylated in the presence of Birman's S-HBTM and R-HBTM catalysts, and the fast-reacting catalyst was identified by NMR analysis of the reaction mixture. A mnemonic was developed to assign configuration based on the identity of the fast-reacting catalyst. The method uses only 1-3 mg of alcohol, and it is more convenient than the Mosher method. The kinetic resolution strategy may be extended to other classes of molecules.
摘要
开发了一种新方法，通过使用动力学拆分催化剂来确定分子的绝对构型。在 Birman 的 S-HBTM 和 R-HBTM 催化剂的存在下，对仲醇进行酰化，通过反应混合物的 NMR 分析来鉴定快速反应的催化剂。开发了一个助记符，根据快速反应催化剂的身份来分配构型。该方法仅使用 1-3 毫克的醇，比 Mosher 方法更方便。动力学拆分策略可能会扩展到其他类别的分子。
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