Download PDF
Synlett 1996; 1996(6): 545-546
DOI: 10.1055/s-1996-5471
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of β-Substituted-butenolides through the Palladium-Catalysed Reaction of Unsaturated Triflates and Halides with Methyl 4-Hydroxy-2-butenoate

Sandro Cacchi* , Pier Giuseppe Ciattini, Enrico Morera, Paola Pace
  • *Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università ”La Sapienza”, P.le A. Moro 5, 00185 Roma, Italy
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The palladium-catalysed reaction of unsaturated triflates and iodides with methyl-4-hydroxy-2-butenoate in the presence of KOAc and Pd(OAc)2 affords β-vinyl- and β-aryl-butenolides through an in situ vinylic substitution/annulation sequence. The use of KOAc proved to be superior both to tertiary amines and to carbonate or bicarbonate bases in the presence of n-Bu4NCl.

butenolides - palladium catalysis - vinylic substitution - annulation - triflates - halides