ONE STEP SYNTHESIS OF OPTICALLY ACTIVE DIAZABICYCLO[3.3.0]OCTANONES OR DIAZABICYCLO[4.3.0]NONANONES BY ASYMMETRIC CONJUGATE ADDITION OF CYCLIC HYDRAZINE

Asymmetric conjugate addition-cyclization of lithium amide of 6-membered hydrazine 4, piperidazine, (or 5-membered hydrazine 6, pyrazolidine) to N-(E)-cinnamoyl-(1S)-2,10-camphorsultam (1S)-3 afforded beta-amino acid derivative (5)-1 {or (S)-2} for the synthesis of polyamine alkaloids in good yield with good stereoselectivity (up to 86% ee).