使用叔丁基过氧化氢对 Delta5-甾体进行烯丙基氧化的有效方法。

An effective method for allylic oxidation of Delta5-steroids using tert-butyl hydroperoxide.

机构信息

Department of Chemistry and Biochemistry, College of Science and Mathematics, Auburn Univeristy, Auburn, Alabama 36849-5319, USA.

出版信息

J Org Chem. 2010 Mar 5;75(5):1807-10. doi: 10.1021/jo902637k.

DOI:10.1021/jo902637k

PMID:20141120

Abstract

An allylic oxidation method for Delta(5)-steroids using TBHP as oxidant with a 2-quinoxalinol salen Cu(II) complex as catalyst is reported. A variety of Delta(5)-steroidal substrates are selectively oxidized to the corresponding enones. Excellent yields are achieved (up to 99% under optimized conditions) while significantly reducing reaction times required as compared to other current methods.

摘要

本文报道了一种使用 TBHP 作为氧化剂，2-喹喔啉醇席夫碱铜(II)配合物作为催化剂的烯丙基氧化法对Δ(5)-甾体进行选择性氧化的方法。各种Δ(5)-甾体底物被选择性地氧化为相应的烯酮，与其他现有方法相比，在优化条件下，产率高达 99%，同时显著缩短了所需的反应时间。