Isomerization of allylic alcohols into saturated carbonyls using phosphorus tribromide

被引:7
|
作者
Shagufta [1 ]
Srivastava, AK [1 ]
Panda, G [1 ]
机构
[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
关键词
D O I
10.1016/j.tellet.2005.12.046
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allylic alcohols 3-18 and 36 were efficiently isomerized to corresponding saturated carbonyls 19-34 and 37 in excellent yields under mild reaction conditions (5-9 min, 0 degrees C) using PBr3. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1065 / 1070
页数:6
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