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

DOĞAN Ö., Koyuncu H., Garner P., BULUT A., Youngs W. J., Panzner M.

Organic Letters, cilt.8, sa.21, ss.4687-4690, 2006 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 8 Sayı: 21
  • Basım Tarihi: 2006
  • Doi Numarası: 10.1021/ol061521f
  • Dergi Adı: Organic Letters
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.4687-4690
  • Lokman Hekim Üniversitesi Adresli: Hayır

Özet

(Chemical Equation Presented) 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. © 2006 American Chemical Society.