PDF herunterladen
Synlett 1998; 1998(6): 596-598
DOI: 10.1055/s-1998-1738
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.

Diels-Alder Reactions of α,β-Unsaturated Thioesters and α,β-Unsaturated Selenoesters

Chang-Ho Byeon* , Cheng-Yi Chen, David A. Ellis, David J. Hart, Jing Li
  • *Department of Chemistry, The Ohio State University, 100 W. 18th Ave. Columbus, Ohio 43210, USA
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

α,β-Unsaturated thioesters and selenoesters serve as dienophiles in Diels-Alder reactions with a variety of 1,3-dienes. Good levels of regioselectivity are obtained with unsymmetrical dienes when Lewis acid promoters are used. Thioesters and selenoesters are more reactive than the corresponding methyl esters based on competition experiments with cyclopentadiene.

[4+2]-cycloaddition - unsaturated selenoester - unsaturated thioester