Synthesis of the N-Acyl Amycolose Moiety of Amycolamicin and Its Methyl Glycosides

研究成果: Article査読

2 被引用数 (Scopus)

抄録

The N-acyl amycolose moiety incorporated in amycolamicin, a broad-spectrum antibacterial natural product produced by soil actinomycetes, and its two anomeric methyl glycosides have been synthesized enantioselectively each in 12 steps from a known methyl (R)-lactate derivative by exploiting a diastereoselective nucleophilic addition of a p-methoxybenzyloxy-substituted vinyllithium reagent to an α,β-bisalkoxy ketone intermediate to provide the corresponding tertiary alcohol as a single diastereomer. The three sugar derivatives are known as cytotoxic degradation products of amycolamicin.

本文言語English
ページ(範囲)7474-7479
ページ数6
ジャーナルJournal of Organic Chemistry
84
11
DOI
出版ステータスPublished - 2019 6 7

ASJC Scopus subject areas

  • 有機化学

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