Structure and conformation of heterocycles. 13. conformational analysis of 2,3-DI(R)OXY-1,4-dioxanes: anomeric and gauche effects

Benzion Fuchs*, Aviyakar Ellencweig, Ulrich Burkert

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A series of trans- and cis-2,3-di R)oxy-1,4-dIoxanes (R = Me,Ph, Ac) and some 2,5-disubstituted analogis were prepared and analysed by various NMR techniques. The trans isomers occur in more than 96% as diaxial conformers. Molecular mechanics calculations largely confirm these findings, which are interpreted -in terms of combined anomeric and gauche effects.

Original languageEnglish
Pages (from-to)2011-2021
Number of pages11
JournalTetrahedron
Volume40
Issue number11
DOIs
StatePublished - 1984

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