6533b825fe1ef96bd1283147

RESEARCH PRODUCT

ChemInform Abstract: Studies on Bicyclo[3.3.1]nonanes for Synthesis of Cyclooctenes.

Pilar BasabeAlicia JiménezSonia G. San FelicianoJulio G. UronesDavid DíezHoward B. BroughtonNarciso M. GarridoIsidro S. MarcosMargarita Parra

subject

chemistry.chemical_classificationchemistry.chemical_compoundchemistryBicyclic moleculeStereochemistryGeneral MedicineCrystal structureBridged compoundsNmr dataCinnamaldehyde

description

This paper describes a full conformational and stereochemical study of bicylo[3.3.1]nonanes, obtained from the reaction between cinnamaldehyde and 1-morpholine 1-cyclohexene. NMR data and stereochemistry were unequivocally established and assigned by two-dimensional experiments and single-crystal X-ray analysis. The crystal structure of a minor compound, 4, is reported. Cyclooctenes, which are present in natural products with biological activities, were synthesized from the bicyclononanes via the Wharton fragmentation.

https://doi.org/10.1002/chin.200244094