Carbohydrate research

Selektiver aufbau α-l-(1→ 4)-verknüpfter 2, 6-didesoxy-oligosaccharide

J Thiem, W Klaffke, D Springer

Index: Thiem, Joachim; Klaffke, Werner; Springer, Dirk Carbohydrate Research, 1988 , vol. 174, p. 201 - 210

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Citation Number: 9

Abstract

Abstract The phase-transfer catalyzed benzylation of 1, 5-anhydro-2, 6-dideoxy-l-arabino- hex-1-enitol (l-rhamnal, 5) led to a mixture of 4-and 3-O-benzyl derivatives in the ratio of 2: 1. By silylation, 5 was regiospecifically transformed into either the 3-O-tert-butyldimethylsilyl (3) or the 3-O-tert-butyldiphenylsilyl (7) derivatives, both compounds being characterized as their monoacetates 4 and 8 and glycosylated to give benzyl 3-O-(tert-butyldimethylsilyl)-(9 ...

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