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Orbital Phase Theory and the Diastereoselectivity of Some Organic Reactions
Department of Chemistry and Biomolecular Science, Gifu University, Yanagido, Gifu, Japan
- 1 Department of Chemistry and Biomolecular Science, Gifu University, Yanagido, Gifu, Japan
Journal of Materials Science and Chemical Engineering·Volume 06 (2018)·Pages 35–42·Published 4 July 2018·DOI10.4236/msce.2018.67005
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Abstract
The orbital phase refers to the relationship between orbitals that originates from their wave character. We show here that the orbital phase essentially determines the diastereoselectivity of the following three organic reactions. 1) Torquoselectivity of the electrocyclicring-opening reaction of 3-substituted cyclobutenes; 2) Contradictory torquoselectivity of the retro-Nazarov reaction; 3) Diastereoselectivity in electrophilic addition to substituted ethylenes.
KeywordsOrbital Phase TheoryDiastereoselectivityOrbital Phase ContinuityBond Model Analysis
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