Synthesis of amykitanose, an O-carbamoyl sugar component of the antibiotic amycolamicin

研究成果: Article査読

1 被引用数 (Scopus)

抄録

The first synthesis of amykitanose, an O-carbamoyl pyranose component of the potent broad-spectrum antibiotic amycolamicin, has been accomplished from L-fucose in eight steps. The key transformations involve a stereochemical inversion at the C2 asymmetric center of an L-fucose derivative via an oxidation/reduction sequence, a regioselective installation of the 3-acetoxy functionality by acid-promoted hydrolysis of a cyclic orthoester, and a titanium tetrabromide-mediated hydrolysis of a penultimate glycoside intermediate.

本文言語English
論文番号153891
ジャーナルTetrahedron Letters
100
DOI
出版ステータスPublished - 2022 6月 22

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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