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Synthesis 2009(8): 1255-1260  
DOI: 10.1055/s-0028-1088037
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Facile and General Synthesis of 2β-Aminosteroids

Xianbing Ke, Hao Hu, Dingshan Zhou, Wenjin Xu, Qifeng Zhu, Nimmanapalli Pulla Reddy, Xianming Hu*
State Key Laboratory of Virology, College of Pharmacy, Wuhan University, Wuhan 430072, P. R. of China
Fax: +86(27)68754297; e-Mail: xmhu@whu.edu.cn;
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Publication History

Received 20 November 2008
Publication Date:
25 March 2009 (online)

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Abstract

A facile and general synthesis of 2β-aminosteroids in high yields from 2,3α-epoxy-5α-androstan-17-one by regioselective aminolysis is developed using a zinc chloride/water catalytic system. The reaction is successful with both aliphatic and aromatic amines as well as with azoles.

Key words

amino alcohols - steroids - amines - epoxides - regioselectivity

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