N-Iodosuccinimide-mediated intramolecular aglycon delivery

被引:37
|
作者
Ennis, SC [1 ]
Fairbanks, AJ [1 ]
Slinn, CA [1 ]
Tennant-Eyles, RJ [1 ]
Yeates, HS [1 ]
机构
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
关键词
carbohydrates; glycosidation; stereocontrol; thioglycosides;
D O I
10.1016/S0040-4020(01)00308-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enol ethers may be accessed via Tebbe methylenation of either 2-O acetates or para-methoxybenzoates. N-Iodosuccinimide may then be employed to achieve both tethering and thioglycoside activation allowing the stereoselective synthesis of alpha -glucosides and beta -mannosides, either in a one or two step procedure. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4221 / 4230
页数:10
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