Tris(pentafluorophenyl)borane catalyzed Ferrier azaglycosylation with sulfonamides and carbamates

被引:53
作者
Chandrasekhar, S [1 ]
Reddy, CR [1 ]
Chandrashekar, G [1 ]
机构
[1] Indian Inst Chem Technol, Organ Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
tris(pentafluorophenyl)borane; azaglycosylation; sulfonamides; carbamates;
D O I
10.1016/j.tetlet.2004.06.120
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of tri-O-acetyl-D-glucal with different nitrogen nucleophiles was effectively promoted by a catalytic amount of tris(pentafluorophenyl)borane for the first time in acetonitrile at room temperature to produce a variety of azapseudoglycals via Ferrier rearrangement in good yields and preferential anomeric selectivity. (C) 2004 Published by Elsevier Ltd.
引用
收藏
页码:6481 / 6484
页数:4
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