Intermolecular oxonium–ene reaction: a new entry to stereocontrolled synthesis of tetrahydropyrans
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 24,p. 1843-1844
- https://doi.org/10.1039/c39930001843
Abstract
The intermolecular ene-type reaction with a lactol-derived oxonium ion intermediate as an enophile is shown to exhibit a high level of diastereofacial selectivity to afford predominantly the 2,6-trans-tetrahydropyrans in spite of the diastereoisomeric ratio of the starting δ-lactol derivatives.Keywords
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