Issue 5, 1997

Simple syntheses of L-fucopyranose and fucosidase inhibitors utilizing the highly stereoselective methylation of an arabinofuranoside 5-urose derivative

Abstract

The simple syntheses of L-fucopyranose 1 and its three analogues 2–4 are described. A key reaction is a stereocontrolled elongation by one carbon unit at the side chain of an α-D-arabino-pentodialdo-1,4-furanoside 9 with MeMgI–ZnCl2 or Me3Al. Diastereofacial selectivities of more than 92% were achieved.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1997, 607-612

Simple syntheses of L-fucopyranose and fucosidase inhibitors utilizing the highly stereoselective methylation of an arabinofuranoside 5-urose derivative

S. Takahashi and H. Kuzuhara, J. Chem. Soc., Perkin Trans. 1, 1997, 607 DOI: 10.1039/A606564C

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