[摘要]:A new and flexible route to enantiomerically pure bi- and tricyclic 9-oxabispidines I (R = Me, Et) and II has been developed with use of (1R,5S)-7-methyl-2-oxo-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxy lic acid tert-Bu ester (III) as the common late-stage intermediate. The 9-oxabispidines synthesized were evaluated as the chiral ligands in the Pd(II)-catalyzed oxidative kinetic resoln. of secondary alcs. giving good to excellent selectivity factors of up to 19.