Scope and mechanism of the (4+3) cycloaddition reaction of furfuryl cations
Angewandte Chemie - International Edition, cilt.50, sa.50, ss.11990-11993, 2011 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 50 Sayı: 50
- Basım Tarihi: 2011
- Doi Numarası: 10.1002/anie.201104930
- Dergi Adı: Angewandte Chemie - International Edition
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.11990-11993
- Anahtar Kelimeler: carbocations, cycloaddition, DFT calculations, furans, fused-ring systems
- Boğaziçi Üniversitesi Adresli: Evet
Özet
It all adds up: Furfuryl alcohols are revealed as direct reaction partners for a wide range of conjugated dienes in a (4+3) cycloaddition motif (see scheme). This novel Lewis acid promoted process gives straightforward access to various polycyclic skeletons containing a seven-membered ring. A plausible cationic stepwise mechanism was confirmed by DFT calculations. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.