0000000000280740
AUTHOR
Sonia G. San Feliciano
STUDIES ON BICYCLO[3.3.1]NONANES FOR SYNTHESIS OF CYCLOOCTENES
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.
ChemInform Abstract: Studies on Bicyclo[3.3.1]nonanes for Synthesis of Cyclooctenes.
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.