An enantioselective synthesis of the key intermediate for triazole antifungal agents; Application to the catalytic asymmetric synthesis of efinaconazole (jublia)

Keiji Tamura, Naoya Kumagai, Masakatsu Shibasaki

研究成果: Article査読

26 被引用数 (Scopus)

抄録

A new synthetic route, the shortest reported to date, to access a key intermediate for the synthesis of various triazole antifungal agents was developed. The elusive tetrasubstituted stereogenic center that is essential in advanced triazole antifungal agents was constructed via the catalytic asymmetric cyanosilylation of a ketone. The subsequent transformations were performed in two one-pot operations, enhancing the overall synthetic efficiency toward the intermediate. This streamlined synthetic approach was successfully applied to efficient enantioselective syntheses of efinaconazole (Jublia) and ravuconazole.

本文言語English
ページ(範囲)3272-3278
ページ数7
ジャーナルJournal of Organic Chemistry
79
7
DOI
出版ステータスPublished - 2014 4 4
外部発表はい

ASJC Scopus subject areas

  • 有機化学

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