An efficient chemoenzymatic access to chiral 3,7-diazabicyclo[3.3.1]nonane derivatives

Enantiopure 3,7-diazabicyclo[3.3.1]nonane derivatives 4 and 5, potential precursors of quinolizidine alkaloids, were synthesised in high yields, starting from the biocatalytic asymmetrization of sigma-symmetric 3,5-disubstituted piperidines. Their application to the total synthesis of the new pharmacologically active compounds 3 are also described. (C) 1999 Elsevier Science Ltd. All rights reserved.