First asymmetric total synthesis of synerazol, an antifungal antibiotic, and determination of its absolute stereochemistry

Yujiro Hayashi, Mitsuru Shoji, Takasuke Mukaiyama, Hiroaki Gotoh, Shinpei Yamaguchi, Munetaka Nakata, Hideaki Kakeya, Hiroyuki Osada

研究成果: Article査読

33 被引用数 (Scopus)

抄録

By synthesizing two possible diastereomers, the first asymmetric total synthesis of synerazol, an antifungal antibiotic, has been accomplished, allowing determination of its absolute stereochemistry. A more practical second generation route was also established. The key steps are racemization-free deprotection of a TIPS group and introduction of a methyl ether by DMD oxidation of the benzylidene moiety in a substrate having a small protecting group.

本文言語English
ページ(範囲)5643-5654
ページ数12
ジャーナルJournal of Organic Chemistry
70
14
DOI
出版ステータスPublished - 2005 7 8
外部発表はい

ASJC Scopus subject areas

  • 有機化学

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