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Paper | Regular issue | Vol 43, No. 9, 1996, pp.1901-1909
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7496
Conformational and Configurational Analysis of 2-Substituted 7-Oxabicyclo[2.2.1]heptadienic α-Tetralones

Olivier Duval,* Michael A. Lynch, Pascal Richomme, and Louis M. Gomès

*UFR de Médecine et Pharmacie, SONAS, Université d'Angers, 16 Bd. Daviers, 49100 Angers, France

Abstract

The diastereoisomeric pairs of 1-(2-tetralonyl)-2,3-dicarbomethoxy-7-oxabicyclo[2.2.1]hepta-2,5-dienes were purified and separated using tlc procedures and their 1H and 13C spectra were recorded nd assigned. The respective conformations and configrations of the enantiomeric pairs were determined using a combination of selective homonuclear decoupling techniques, NOE difference spectroscopy and 2D heteronuclear correlation sequences (HECTORR and COLOC).