Synthesis and asymmetric catalytic activity of (1S,1 ' S)-4,4 '-biquinazoline-based primary amines

ÇAKICI M., CATIR M., Karabuga S., Ulukanli S., KILIÇ H.

TETRAHEDRON-ASYMMETRY, cilt.22, sa.3, ss.300-308, 2011 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 22 Sayı: 3
  • Basım Tarihi: 2011
  • Doi Numarası: 10.1016/j.tetasy.2011.01.009
  • Dergi Adı: TETRAHEDRON-ASYMMETRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.300-308
  • Atatürk Üniversitesi Adresli: Evet

Özet

A series of (1S,1'S)-4,4'-biquinazoline-based primary amines were prepared from natural amino acids via a six-step reaction sequence of protection and condensation followed by key synthetic steps including chlorination, nickel(0)-mediated homocoupling, and deprotection. These novel amines were screened for the asymmetric ethylation of aryl aldehydes to yield alcohols with an (S)-configuration with enantiomeric excesses (ee) varying from 2% to 95%. (C) 2011 Elsevier Ltd. All rights reserved.