通过烯炔环 closing metathesis 反应立体选择性合成 P-手性杂环。

Diastereoselective synthesis of P-stereogenic heterocycles via enyne ring-closing metathesis.

机构信息

Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.

出版信息

Org Lett. 2010 Mar 19;12(6):1236-9. doi: 10.1021/ol100098c.

PMID:20184294

Abstract

A range of P-containing ene-diynes suitable for desymmetrization was prepared via a two-step process starting from phosphorus oxychloride. In the presence of the Hoveyda-Grubbs II catalyst, these substrates underwent diastereoselective enyne ring-closing metathesis leading to various synthetically useful P-stereogenic heterocycles featuring an exocyclic alkynyl group. These products are amenable to further functional manipulation.

摘要

一系列适用于去对称化的含磷烯二炔可通过两步法从氧氯化磷起始制备。在 Hoveyda-Grubbs II 催化剂的存在下，这些底物经历非对映选择性的烯炔环 closing metathesis，得到各种具有环外炔基的合成有用的 P-手性杂环。这些产物可进一步进行功能化操作。