Download PDF
Synlett 1999; 1999(12): 1951-1953
DOI: 10.1055/s-1999-2974
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.

DBU-MeOH Promoted One-Pot Stereoselective γ-Functionalization of 1,3-Dicarbonyls: Reactivity of β-Ketoamides Towards α,β-Unsaturated Aldehydes

Emmanuelle Charonnet* , Marie-Hélène Filippini, Jean Rodriguez
  • *Laboratoire RéSo, Réactivité en Synthèse Organique, UMR au CNRS 6516, Centre de St Jérôme, boîte D12, 13397 Marseille cedex 20, France; E-mail: Jean.Rodriguez@reso.u-3mrs.fr
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

Cyclic β-ketoamides undergo a regioselective 1,2-addition to α,β-unsaturated aldehydes leading to synthetically valuable cycloalkenones by a stereoselective one-pot γ-allylidenation promoted by DBU in MeOH.

β-ketoamides - α,β-unsaturated aldehydes - γ-aldol-dehydration sequence - γ-allylidenation