Gadolinium triflate catalyzed alkylation of pyrroles: efficient synthesis of 3-oxo-2,3-dihydro-1H-pyrrolizine derivatives


ÜNALEROĞLU C. , Yazici A.

TETRAHEDRON, cilt.63, ss.5608-5613, 2007 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 63 Konu: 25
  • Basım Tarihi: 2007
  • Doi Numarası: 10.1016/j.tet.2007.04.018
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.5608-5613

Özet

Novel 2-alkylated pyrrole derivatives were synthesized regioselectively by Gd(OTf)(3) catalyzed addition reactions of pyrrole to substituted dimethyl 2-benzylidenemalonate derivatives under mild reaction conditions. 2-Alkylated pyrrole derivatives are used for the construction of the 3-oxo pyrrolizine skeleton. Intramolecular cyclization of alkylated pyrrole derivatives afforded new diastereoselective 3-oxo-2,3-dihydro-1H-pyrrolizine derivatives with good to high yields. (C) 2007 Elsevier Ltd. All rights reserved.