PDF herunterladen
Synthesis 1994; 1994(12): 1249-1254
DOI: 10.1055/s-1994-25674
paper
© 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 Compounds with Juvenile Hormone Activity; XXXI:1 Stereocontrolled Synthesis of (+)-Juvabione from a Chiral Sulfoxide

Hidenori Watanabe* , Hiroki Shimizu, Kenji Mori
  • *Department of Agricultural Chemistry, The University of Tokyo, Yayoi 1-1-1, Bunkyo-ku, Tokyo 113, Japan
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
25. April 2002 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

A stereocontrolled synthesis of (+)-juvabione is described. The key step is a regioselective lithiation of a chiral (E)-butenyl sulfoxide 5 followed by stereoselective 1,4-addition to cyclohex-2-en-1-one. The chiral sulfoxide 5 was prepared by employing a microbial method.