Issue 18, 1987

Preparative flash vacuum thermolysis. Homolytic cleavage of isomannide and isosorbide dinitrate to 1,4,3,6-dianhydrohexoses

Abstract

1,4,3,6-dianhydromannopyranose (3) can be conveniently prepared by flash vacuum thermolysis of isomannide dinitrate (1), while its epimer isosorbide dinitrate (2) yields a mixture of (3) and 1,4,3,6-dianhydrofructose (5), reflecting the restricted number of rearrangements, in one case with inversion of configuration, possible in the intermediate cis-fused furofuran radicals.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 1397-1399

Preparative flash vacuum thermolysis. Homolytic cleavage of isomannide and isosorbide dinitrate to 1,4,3,6-dianhydrohexoses

J. G. Batelaan, A. J. M. Weber and U. E. Wiersum, J. Chem. Soc., Chem. Commun., 1987, 1397 DOI: 10.1039/C39870001397

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