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Communication | Regular issue | Vol 57, No. 2, 2002, pp.229-234
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9415
Stereoselective C-Allylation of 1-C-Alkyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoses with Allyltrimethylsilane

Takashi Yamanoi* and Yoshiki Oda

*The Noguchi Institute, 1-8-1, Kaga, Itabashi-ku, Tokyo 173-0003, Japan

Abstract

The reaction of 1-C-alkyl-2,3,4,6-tetra-O-benzyl-D-glucopyanoses with allyltrimethylsilane in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate gave the corresponding C-allylated C-alkyl glucopyranosides in good yields. This C-allylation proceeded with high α-stereoselectivity.