Enantiopure Furo[3,4-c]pyrazole Derivatives by Intramolecular Nitrilimine Cycloaddition: a Stereoselectivity Rationale Based upon MP2 Calculations (Articolo in rivista)

Type
Label
  • Enantiopure Furo[3,4-c]pyrazole Derivatives by Intramolecular Nitrilimine Cycloaddition: a Stereoselectivity Rationale Based upon MP2 Calculations (Articolo in rivista) (literal)
Anno
  • 2008-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tetasy.2008.05.007 (literal)
Alternative label
  • Molteni, G.; Ponti, A (2008)
    Enantiopure Furo[3,4-c]pyrazole Derivatives by Intramolecular Nitrilimine Cycloaddition: a Stereoselectivity Rationale Based upon MP2 Calculations
    in Tetrahedron: asymmetry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Molteni, G.; Ponti, A (literal)
Pagina inizio
  • 1381 (literal)
Pagina fine
  • 1384 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 19 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Università degli Studi di Milano, Dipartimento di Chimica Organica e Industriale, Via Golgi 19, 20133 Milano, Italy Consiglio Nazionale delle Ricerche, Istituto di Scienze e Tecnologie Molecolari, Via Golgi 19, 20133 Milano, Italy (literal)
Titolo
  • Enantiopure Furo[3,4-c]pyrazole Derivatives by Intramolecular Nitrilimine Cycloaddition: a Stereoselectivity Rationale Based upon MP2 Calculations (literal)
Abstract
  • Silver carbonate treatment of hydrazonoyl chloride 4 promoted the in situ generation of the corresponding nitrilimine bearing a stereocentre at the a-position of the ethylenic dipolarophile. Intramolecular cycloaddition of the latter intermediate involves the formation of 4-(S)-methyl-6-oxo-3,3a,4,5-tetrahydro- furo[3,4-c]pyrazole derivatives with very good yield and diastereoselectivity. Full rationalization of the experimentally observed stereoselectivity has been pursued by means of MP2 calculations. (literal)
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