文献类型：期刊文献

中文题名：A Scalable Synthesis of 6,19-Dihydroxyandrostenedione

英文题名：A Scalable Synthesis of 6,19-Dihydroxyandrostenedione

作者：Yubo Yan[1];Ting Li[2];Tao Liu[2];Qingyu Dou[2];Kai Ding[3];Weisheng Tian[1,3]

机构：[1]Laboratory of Resource Chemistry, Shanghai Normal University, 100 Guiling Road, Shanghai 200234, China;[2]Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China;[3]Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China

年份：2013

卷号：31

期号：1

起止页码：63

中文期刊名：Chinese Journal of Chemistry

外文期刊名：中国化学（英文版）

收录：CSTPCD;;Scopus;CSCD:【CSCD2013_2014】；

基金：Acknowledgement We are grateful for financial support of this work by the National Natural Science Foundation of China （No. 20902098）.

语种：英文

中文关键词：6,19-dihydroxyandrostenedione;allylic alcohol;epoxide;stereospecific;steroid

外文关键词：6,19-dihydroxyandrostenedione, allylic alcohol, epoxide, stereospecific, steroid

摘要：Starting from the commercially available 19-hydroxyandrostenedione, a practical protocol for the preparation of 6,19-dihydroxyandrostenedione is reported. This compound is a key intermediate for the synthesis of cyclocitrinols. With the stereospecific epoxidation and following isomerization to allylic alcohol as key steps, a six-step procedure provided desired product in high yield. The sequence is easy to scale-up without the need of laborious chromatog- raphy.
Starting from the commercially available 19-hydroxyandrostenedione, a practical protocol for the preparation of 6,19-dihydroxyandrostenedione is reported. This compound is a key intermediate for the synthesis of cyclocitrinols. With the stereospecific epoxidation and following isomerization to allylic alcohol as key steps, a six-step procedure provided desired product in high yield. The sequence is easy to scale-up without the need of laborious chromatog- raphy.