Download PDF
Synlett 1998; 1998(8): 930-932
DOI: 10.1055/s-1998-1819
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 Optically Active Cyclopenta[b]benzofuran as a Precursor of m-Phenyleneprostacyclin

Hisao Nishiyama* , Naoya Sakata, Hayato Sugimoto, Yukihiro Motoyama, Hisanori Wakita, Hiroshi Nagase
  • *School of Materials Science, Toyohashi University of Technology, Tempaku-cho, Toyohashi 441-8580, Japan; Fax 0532-48-5833
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The optically pure cyclopenta[b]benzofuran derivatives (-)-1 and (-)-2 were synthesized from (+)-(1S,4R)-cis-4-acetoxy-2-cyclopenten-1-ol [(+)-3] via sequential Mitsunobu reaction and palladium-catalyzed allylic substitution with phenol derivatives followed by SN2′ intramolecular cyclization.

cyclopentabenzofuran - prostacyclin - Mitsunobu reaction - palladium-catalyzed allylic etherification - enantioselective reaction

      >