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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)

Monday, June 24, 2024

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