Issue 19, 1987

An oxidative/reductive, non-hydrolytic procedure for ‘unravelling’ complex acetals (glycosides): a possible chemical role for the exo-anomeric effect

Abstract

A non-hydrolytic procedure has been developed for cleavage of complex acetals/glycosides in which one of the acetal oxygen atoms undergoes oxidative, bromine-induced addition to a remote olefinic centre, with formation of a tetrahydrofuran ring, which is subsequently cleaved reductively with zinc.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 1462-1464

An oxidative/reductive, non-hydrolytic procedure for ‘unravelling’ complex acetals (glycosides): a possible chemical role for the exo-anomeric effect

D. R. Mootoo, V. Date and B. Fraser-Reid, J. Chem. Soc., Chem. Commun., 1987, 1462 DOI: 10.1039/C39870001462

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