(噻吩-2-基)二苯基甲醇的对映选择性合成及其在手性催化硫叶立德介导的环氧化反应中的应用。
Enantioselective synthesis of (thiolan-2-yl)diphenylmethanol and its application in asymmetric, catalytic sulfur ylide-mediated epoxidation.
机构信息
Department of Chemistry, National Central University, Taoyuan, Taiwan 32001.
出版信息
J Org Chem. 2013 Jun 7;78(11):5788-93. doi: 10.1021/jo400648f. Epub 2013 May 15.
PMID:23638685
Abstract
This work describes an expeditious and efficient preparation of enantiopure (thiolan-2-yl)diphenylmethanol (2) featuring a double nucleophilic substitution and Shi epoxidation as key steps. One of the applications of its benzyl ether derivative to asymmetric sulfur ylide-mediated epoxidation with up to 92% ee (14 examples) was also demonstrated herein.
摘要
本工作描述了一种快速高效的制备对映纯（硫杂环戊烷-2-基）二苯甲醇（2）的方法，其中双亲核取代和 Shi 环氧化是关键步骤。本文还展示了其苄醚衍生物在不对称硫叶立德介导的环氧化反应中的应用，ee 值最高可达 92%（14 个实例）。
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