Mixed organofluorine-organosilicon chemistry .6. Synthesis of gem-difluoro-C-glycosides and C-disaccharides from acylsilanes and trifluoromethyltrimethylsilane. An exploratory study

被引：42

作者：

Brigaud, T ^{[1
]}

Lefebvre, O ^{[1
]}

PlantierRoyon, R ^{[1
]}

Portella, C ^{[1
]}

机构：

[1] UFR SCI EXACTES & NAT,CNRS,LAB REARRANGEMENTS THERM & PHOTOCHIM,F-51687 REIMS 2,FRANCE

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 34期

关键词：

D O I：

10.1016/0040-4039(96)01305-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Difluoroenoxysilanes, prepared from acylsilanes and trifluoromethyltrimethylsilane under fluoride activation, were glycosylated by glucal to yield C-diflnoroglycosides with a difluoromethylene group in place of the anomeric oxygen. Application of this methodology to a xylose-derived acylsilane led to a C-difluorodisaccharide. Copyright (C) 1996 Published by Elsevier Science Ltd

引用

页码：6115 / 6116

页数：2

共 6 条

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DOUSSOT, P
PORTELLA, C
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[3] DAVE DR, 1984, J ORG CHEM, V49, P522
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[J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (11) : 2269 - 2282
[5] A CONVENIENT STRATEGY FOR REPLACEMENT OF THE ANOMERIC HYDROXYL GROUP BY DIFLUOROMETHYL FUNCTIONALITY IN CARBOHYDRATE-DERIVATIVES
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MOTHERWELL, WB
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TOZER, MJ
WILLIAMS, DJ
SLAWIN, AMZ
[J]. TETRAHEDRON, 1993, 49 (36) : 8087 - 8106
[6] TAYLOR NF, 1988, ACS S SERIES, V374

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