PDF herunterladen
Synlett 1997; 1997(11): 1247-1248
DOI: 10.1055/s-1997-1032
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.

Preparation of 2-(3-Hydroxyalkylthio)benzoxazoles and their Conversion into Thietanes

Dai Ikemizu, Ayako Matsuyama, Kazunori Takemura, Oyo Mitsunobu*
  • *Department of Chemistry, College of Science and Engineering, Aoyama Gakuin University, 6-16-1 Chitosedai, Setagayaku, Tokyo 157, Japan, Fax: +81 (03) 5384-6200
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

Reaction of primary or secondary 1,3-diols with dibenzoxazol-2-yl disulfide and tributylphosphine or triphenylphosphine selectively gave 2-(3-hydroxyalkylthio)benzoxazoles which, on treatment with KH, were converted into the corresponding thietanes. 2,2-Dibenzylthietane-1-oxide reacted with silylated purines and pyrimidines in the presence of TMSOTf and ZnI2 to give the corresponding thietane nucleosides in 17-69% yields.

thietanes - 1,3-diols - 2-(3-hydroxyalkylthio)benzoxazoles - Pummerer-type reaction - thietane nucleosides

      >