ISOCHROMANE VERSUS O-GLYCOSIDE SYNTHESIS - A STUDY OF THE REACTION OF 2-ALKOXY-2-FLUORO-GLYCOSYL FLUORIDES WITH ALCOHOLS

被引:7
作者
ECHARRI, R [1 ]
MATHEU, MI [1 ]
CASTILLON, S [1 ]
机构
[1] UNIV ROVIRA VFIRGILI,DEPT QUIM,E-43005 TARRAGONA,SPAIN
关键词
D O I
10.1016/S0040-4020(01)85378-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-alkoxy-2-fluoro-glycosyl fluorides 1a and 1b react with benzyl alcohol derivatives in the presence of the fluorine activating system Cp(2)HfCl(2)/AgClO4 giving isochromane or O-glycosides derivatives depending on the glycosyl fluoride/alcohol ratio. A mechanism of the consecutive reactions leading to the isochromane derivatives is proposed.
引用
收藏
页码:9125 / 9134
页数:10
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