Role of the a1, 3 allylic interaction on the stereochemistry of formation of schiff’s bases derived from bicyclo[2.2.1]hept-5-en-2-one and 7-oxabicyclo[2.2.1]hept-5-en-2-one

Odón Arjona, Araceli Mallo, Cristina Manzano, Joaquín Plumet, Juan Galbis, Carlos Jaime

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Abstract

The stereochemistry of formation of Schiff′s bases de rived from norbornen-2-one and 7-oxanorbornen-2-one has been studied by1H and13C n.m.r. spectroscopy. Elucidation of the reason for the preference for the £-isomer in both cases has been attempted by molecular mechanics calculations. This preference may be justified by A1,3 allylic interactions. © 1988, The Royal Society of Chemistry. All rights reserved.
Original languageEnglish
Pages (from-to)865-868
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number6
DOIs
Publication statusPublished - 1 Jan 1988

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