合成 jatrophane 二萜 Pl-4 的高级中间体：二溴化物偶联方法。

Synthesis of an advanced intermediate of the jatrophane diterpene Pl-4: a dibromide coupling approach.

机构信息

Institute of Organic Chemistry, University of Vienna, Währinger Straße 38, 1090 Vienna, Austria.

出版信息

J Org Chem. 2013 Sep 6;78(17):8748-58. doi: 10.1021/jo401480t. Epub 2013 Aug 13.

DOI:10.1021/jo401480t

PMID:23895274

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3767202/

Abstract

The preparation of an advanced intermediate toward the synthesis of the jatrophane diterpene Pl-4 is described. The key step is a regioselective chelation-controlled lithiation of the (Z)-configured bromide in the corresponding vinyl dibromide precursor. The method outlined within this Article is suitable for the facile access of sterically hindered internal vinyl halides for further coupling reactions.

摘要

描述了合成 jatrophane 二萜 Pl-4 的高级中间体的制备过程。关键步骤是在相应的乙烯基二溴化物前体中，对（Z）构型的溴化物进行区域选择性螯合控制的锂化。本文中概述的方法适用于易于获得空间位阻较大的内部乙烯基卤化物，以进行进一步的偶联反应。