Stereochemical revision of communiols D and H through synthesis

研究成果: Article査読

11 被引用数 (Scopus)

抄録

Based on the previously revised stereochemistries for communiols A-C, the ent-8-epi- and ent-6-epi-stereoisomers of the original structures proposed for communiols D and H, respectively, were synthesized as highly probable candidates for their genuine structures by using the Sharpless asymmetric dihydroxylation as the source of chirality. Complete accord in spectral properties between each synthetic candidate and the corresponding natural material as well as the fact that communiols A-D and H were all isolated from the same fungal source, led us to the conclusion that the stereochemistries of communiols D and H should also be revised to their (3S,5S,7R,8S,11R)- and (5S,7R,8S)-forms, respectively.

本文言語English
ページ(範囲)1102-1109
ページ数8
ジャーナルTetrahedron
62
6
DOI
出版ステータスPublished - 2006 2 6

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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