Gadolinium triflate catalyzed alkylation of pyrroles: efficient synthesis of 3-oxo-2,3-dihydro-1H-pyrrolizine derivatives
TETRAHEDRON, cilt.63, sa.25, ss.5608-5613, 2007 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 63 Sayı: 25
- Basım Tarihi: 2007
- Doi Numarası: 10.1016/j.tet.2007.04.018
- Dergi Adı: TETRAHEDRON
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.5608-5613
- Hacettepe Üniversitesi Adresli: Evet
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.