Enantioselective Organocatalytic Conjugate Addition of Aldehydes to Nitrodienes (Articolo in rivista)

Type
Label
  • Enantioselective Organocatalytic Conjugate Addition of Aldehydes to Nitrodienes (Articolo in rivista) (literal)
Anno
  • 2008-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1021/ol801772p (literal)
Alternative label
  • Belot S.; Massaro A.; Tenti A.; Mordini A.; Alexakis A. (2008)
    Enantioselective Organocatalytic Conjugate Addition of Aldehydes to Nitrodienes
    in Organic letters (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Belot S.; Massaro A.; Tenti A.; Mordini A.; Alexakis A. (literal)
Pagina inizio
  • 4557 (literal)
Pagina fine
  • 4560 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://pubs.acs.org/doi/pdf/10.1021/ol801772p (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 10 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 4 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 20 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Belot S., Alexakis A. Department of Organic Chemistry, University of Geneva, 30, quai Ernest Ansermet, CH-1211 Geneva 4, witzerland Massaro A., Tenti A., Dipartimento di Chimica \"U. Schiff\", Via della Lastruccia 13, 50019, Sesto Fiorentino, Firenze, Italy (literal)
Titolo
  • Enantioselective Organocatalytic Conjugate Addition of Aldehydes to Nitrodienes (literal)
Abstract
  • The asymmetric organocatalyzed Michael addition of aldehydes to alpha,beta-gamma,delta-unsaturated nitro compounds has been accomplished using only 5 mol % of (S)-diphenylprolinol silyl ether and 2 equiv of aldehyde in a mixture of ethanol and water (5% v/v). The Michael adducts were obtained in good yields, diastereoselectivities up to 94/6, and ee's up to 99%. This process provides synthetically useful compounds which can easily lead to more complex molecules, as exemplified with substituted tetrahydropyran or cyclohexene. (literal)
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