Download PDF
Synlett 2001; 2001(3): 0400-0402
DOI: 10.1055/s-2001-11419
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.

Asymmetric Syntheses of Trisubstituted Tetrahydrofuran Lignans, Sesaminone and 4-Epidihydrosesamin

Hidemi Yoda* , Kohei Kimura, Kunihiko Takabe
  • *Department of Molecular Science, Faculty of Engineering, Shizuoka University, Hamamatsu 432-8561, Japan; Tel/Fax + 81(53)4 78 11 50; E-mail: yoda@mat.eng.shizuoka.ac.jp
Further Information

Publication History

Publication Date:
31 December 2001 (online)

  PDF Download  Permissions and Reprints All articles of this category

An efficient and stereodefined process is described for the preparation of 2,3,4-trisubstituted tetrahydrofuran lignans, sesaminone and 4-epidihydrosesamin. The synthetic strategy is based on the similar chemoselective hydrogenation of functionalized lactol derivatives, elaborated through asymmetric condensation of a 4,5-trans-disubstituted lactone.

sesaminone - dihydrosesamin - lignan - chemoselective deoxygenation - trisubstituted γ-lactone

      >