文献类型：期刊文献

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

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

机构：[1]Shanghai Normal Univ, Lab Resource Chem, Shanghai 200234, Peoples R China;[2]E China Univ Sci & Technol, Dept Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

年份：2013

卷号：31

期号：1

起止页码：63

外文期刊名：CHINESE JOURNAL OF CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000313811800014)，CCR-EXPANDED(收录号:WOS:000313811800014)】；

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

语种：英文

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 chromatography.