Download PDF
Synlett 1999; 1999(10): 1639-1641
DOI: 10.1055/s-1999-2897
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 Conjugated γ- and δ-Lactones from Aldehydes and Ketones via a Vinylation/Allylation-Ring Closing Metathesis-Oxidation Sequence

Miguel Carda* , Encarnación Castillo, Santiago Rodríguez, Santiago Uriel, J. Alberto Marco
  • *Depart. de Q. Inorgánica y Orgánica, Univ. Jaume I, Castellón, Spain; Fax (+ 34)-9 64-72 82 14; E-mail: mcarda@qio.uji.es
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

Nucleophilic C-vinylation or C-allylation of aldehydes and ketones followed by O-allylation of the obtained carbinols gave the corresponding allyl ethers. Ring-closing metathesis of the latter afforded cyclic ethers (dihydrofurans and dihydropyrans, respectively) which were then subjected to allylic oxidation to yield conjugated γ- and δ-lactones.

Barbier allylation - ring-closing metathesis - allylic oxidation - conjugated lactones

      >