TITLE:
Orbital Phase Theory and the Diastereoselectivity of Some Organic Reactions
AUTHORS:
Yuji Naruse
KEYWORDS:
Orbital Phase Theory, Diastereoselectivity, Orbital Phase Continuity, Bond Model Analysis
JOURNAL NAME:
Journal of Materials Science and Chemical Engineering,
Vol.6 No.7,
July
4,
2018
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.