Metal triflates-catalyzed conjugate addition of homochiral Pyrroles to alpha,beta-unsaturated esters

Unaleroglu C., Temelli B., Demir A.

SYNTHESIS-STUTTGART, sa.15, ss.2574-2578, 2004 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1055/s-2004-831195
  • Dergi Adı: SYNTHESIS-STUTTGART
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2574-2578
  • Anahtar Kelimeler: homochiral pyrroles, metal triflates, conjugate addition, Friedel-Crafts reaction, pyrroles, INTRAMOLECULAR CARBENOID REACTIONS, DERIVATIVES, ALKYLATION, KETOESTERS
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

The Friedel-Crafts reaction of homochiral pyrrole derivatives with alpha,beta-unsaturated esters catalyzed by metal triflates furnished conjugate addition products. The best yields were obtained by using yttrium triflate and methyl 4-phenyl-2-oxobut-3-enoate (2a). The addition worked regioselectively at C-5 of pyrrole. The diastereoisomers were separated by column chromatography.