New zinc(II)-based catalyst for asymmetric azomethine ylide cycloaddition reactions

Dogan O. , KOYUNCU H., GARNER P., BULUT A., Youngs W. J. , PANZNER M.

ORGANIC LETTERS, cilt.8, sa.21, ss.4687-4690, 2006 (SCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 8 Konu: 21
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1021/ol061521f
  • Sayfa Sayıları: ss.4687-4690


A new chiral aziridino alcohol ligand for zinc(II)-catalyzed azomethine ylide cycloadditions is described. In the presence of this catalyst, N-arylidene glycine methyl esters react with a variety of dipolarophiles to give substituted pyrrolidines in very good to excellent chemical yields and up to 95% ee. The absolute sense of asymmetric induction appears to be dipolarophile-dependent.