Role of the A1,3 Allylic Interaction on the Stereochemistry of Formation of Schiff's Bases derived from Bicyclohept-5-en-2-one and 7-Oxabicyclohept-5-en-2-one

DOI: 10.1039/P29880000865

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 865 - 868 (1988)

Update date:2022-09-26

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Authors:

Arjona, Odon

Mallo, Araceli

Manzano, Cristina

Plumet, Joaquin

Galbis, Juan

Jaime, Carlos

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Article abstract of DOI:10.1039/P29880000865

The stereochemistry of formation of Schiff's bases derived from norbornen-2-one and 7-oxanorbornen-2-one has been studied by (1)H and (13)C n.m.r. spectroscopy.Elucidation of the reason for the preference for the E-isomer in both cases has been attempted by molecular mechanics calculations.This preference may be justified by A^1,3 allylic interactions.

Full text of DOI:10.1039/P29880000865

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