Synthesis of EFdA via a diastereoselective aldol reaction of a protected 3-keto furanose

Kei Fukuyama, Hiroshi Ohrui, Shigefumi Kuwahara

研究成果: Article査読

16 被引用数 (Scopus)

抄録

An efficient enantioselective total synthesis of EFdA, a remarkably potent anti-HIV nucleoside analogue with various favorable pharmacological profiles, has been achieved in 37% overall yield from diacetone-d-glucose by a 14-step sequence that features a highly diastereoselective installation of the tetrasubstituted stereogenic center at the C4′ position, direct oxidative cleavage of an acetonide-protected diol derivative to an aldehyde, and one-pot 2′-deoxygenation of a ribonucleoside intermediate.

本文言語English
ページ(範囲)828-831
ページ数4
ジャーナルOrganic letters
17
4
DOI
出版ステータスPublished - 2015 2 20

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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