铜(II)介导的 6,8-二烯-1-酮的区域选择性环化-乙酰氧基化反应合成功能化环戊烷。

A copper(II)-mediated regioselective cyclization-acetoxylation of 6,8-dien-1-ones for the synthesis of functionalized cyclopentanes.

机构信息

Beijing National Laboratory of Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

出版信息

J Org Chem. 2010 May 21;75(10):3503-6. doi: 10.1021/jo100413p.

DOI:10.1021/jo100413p

PMID:20361750

Abstract

This paper describes a copper(II) acetate-mediated cyclization-acetoxylation of 6,8-dien-1-ones in the presence of sodium acetate as base. A variety of functionalized cyclopentanes containing synthetic useful allylic alcohol moieties with three contiguous stereogenic centers were synthesized in moderate to good yields with moderate to high regioselectivities.

摘要

本文描述了在醋酸钠作为碱的存在下，通过铜(II)醋酸盐介导的 6,8-二烯-1-酮的环化-乙酰氧基化反应。通过该反应合成了多种具有合成有用的烯丙醇部分的官能化的环戊烷，这些产物包含三个连续的立体中心，产率中等至良好，区域选择性中等至较高。