Infoscience

Journal article

Total stereoselective syntheses of beta-C-manno-pyranosides and of beta-C(1 -> 3)-linked disaccharides

(-)-7-Oxabicyclo[2.2.1]hept-5-en-2-one has been converted to (-)-6-exo-[(tert-butyl)dimethylsilyloxy]-7-endo-benzyloxy-8-oxabicyclo[3 .2.1]oct-3-en-2-one and methyl 3,5-di-O-acetyl-2,6-anhydro-4-O-benzoyl-D- glycero-D-galacto-heptouronate that were condensed with Me2AlSPh into a single aldol which was transformed into a beta-D-ManAp-CH(OAc)(1-->3)-alpha-L-GulAp-CH(SEt)(2) derivative. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

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