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 ...
[Nicolaou; Snyder, Scott A.; Nalbandian, Annie Z.; Longbottom, Deborah A. Journal of the American Chemical Society, 2004 , vol. 126, # 20 p. 6234 - 6235]
