Cycloaddition approach to five-membered heterocycles - Some recent experimental and theoretical aspects

Main Authors: Nivedita Acharjee, Avijit Banerji, Biswajit Gayen
Format: Article Journal
Bahasa: eng
Terbitan: , 2011
Subjects:
1
Online Access: https://zenodo.org/record/5791817
Daftar Isi:
  • Department of Chemtstry, Jalpaiguri Government Engineering College, Jalpatgun-735 102, West Bengal, India centre of Advanced Studies on Natural Products mcludmg Organic Synthesis, Department of Chemistry, University of Calcutta, 92, Acharya Prafulla Chandra Road, Kolkata-700 009, India E-matl . ablabcu@yahoo.co uk Manuscnpt received 17 October 2011, accepted 20 October 2011 1,3-Dipolar cycloaddition reactions of nitrones to substituted olefins give rise to synthetically useful isoxazolidines with up to three new chiral centers. The preferred regio- and stereochemical mode of approach of the dipolarophlc over the dipole controls the selectivities of such reactions. These can be rationalised by DFT based theoretical models in terms of reactivity indices, interaction energies and the activation parameters. A short review of some recent experim ental and theoretical aspects of these cycloadditions is presented.