Synthetic applications of Ramberg-Backlund derived exo-glycals

被引:41
作者
Alcaraz, ML [1 ]
Griffin, FK [1 ]
Paterson, DE [1 ]
Taylor, RJK [1 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
D O I
10.1016/S0040-4039(98)01823-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthetic applications of the title glycals, prepared from S-glycoside dioxides using the Meyers' variant of the Ramberg-Backlund rearrangement are described. These include a formal total synthesis of a novel beta-glycosidase inhibitor, and an efficient route to spirocyclic glucose derivatives. In addition, silyl methodology has been developed which allows unprotected exo-glycals to be synthesised. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8183 / 8186
页数:4
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