Perfluoroalkylsulfonyl fluoride in organic synthesis: a facile synthesis of 17α-hydroxy steroids

被引：7
|
作者：
Guo, Peng-Peng [1 ]
Ding, Kai [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, CAS Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 27期
基金：
中国国家自然科学基金;
关键词：
S(N)2 substitution; Steroid; Perfluoroalkylsulfonyl fluoride; Activating agent; Hydroxyl inversion; SECONDARY ALCOHOLS; CONVERSION; REARRANGEMENT; INVERSION;
D O I：
10.1016/j.tetlet.2015.05.026
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile synthesis of 17 alpha-hydroxy steroids with perfluoroalkylsulfonyl fluoride as hydroxyl activating agent was reported. The method features mild (40 degrees C), rapid (0.5 h), high yield, and high functional group tolerance. Notably, the method is applicable to HCOOH and CF3COOH, unusual and synthetically useful nucleophiles in hydroxyl inversion reaction. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4096 / 4100
页数：5
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