An enantioselective synthesis of voriconazole

Keiji Tamura, Makoto Furutachi, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

A new seven-step sequence to access voriconazole, a clinically used antifungal agent, was developed. The initial catalytic asymmetric cyanosilylation is the key to constructing the consecutive tetra- and trisubstituted stereogenic centers. The fluoropyrimidine unit frequently triggered unexpected side reactions, but careful amendment of the reaction sequence allowed for the concise enantioselective synthesis.

Original languageEnglish
Pages (from-to)11396-11403
Number of pages8
JournalJournal of Organic Chemistry
Volume78
Issue number22
DOIs
Publication statusPublished - 2013 Nov 15
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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