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Pd-catalyzed bis-cyclization/dimerization reactions of ω-aminovinyl halides.
Khanna, Avinash; Premachandra, Ilandari Dewage Udara Anulal; Sung, Paul D; Van Vranken, David L.
Afiliação
  • Khanna A; Departmentof Chemistry, University of California at Irvine, Irvine, California 92697-2025, USA.
Org Lett ; 15(14): 3694-7, 2013 Jul 19.
Article em En | MEDLINE | ID: mdl-23815282
Palladium is shown to catalyze the dimerization and cyclization of vinyl halides to generate pyrrolidine and piperidine dimers connected by a trans-ethylene bridge. The reaction tolerates a variety of N-alkyl substituents, including adamantyl. This remarkable dimerization reaction generates the skeleton of the alkaloid hyalbidone in a single step. A crossover experiment with a vinyl halide and a vinyl bromide is consistent with a Michael-type addition to a vinylpalladium cation to generate a Pd(0) alkylidene intermediate.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2013 Tipo de documento: Article País de afiliação: Estados Unidos

Texto completo: 1 Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2013 Tipo de documento: Article País de afiliação: Estados Unidos