ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Reactions of Saccharides Catalyzed by Molybdate Ions. I. Preparation of D-Talose by Hydroxylation of D-Galactal

V. Bílik

Institute of Chemistry, Slovak Academy of Sciences, Bratislava 2

Abstract:  Conditions of the hydroxylation of D-galactal by hydrogen peroxide under the catalytic action of sodium molybdate were investigated in detail. A procedure has been elaborated for conversion of D-galactal into D-talose in 90% yield. The stereoselectivity of the hydroxylation is considered to be a consequence of the formation of an initial transitory complex between the hydroxyl group at C-3 and permolybdenic acid which is subsequently der composed under the formation of aldose with cis relationship at carbons C-2 and C-3.

Full paper in Portable Document Format: 261a76.pdf

Chemical Papers 26 (1) 76–81 (1972)