4.3 Article

Improved Chiral Synthesis of Ravuconazole

Journal

SYNTHETIC COMMUNICATIONS
Volume 39, Issue 9, Pages 1611-1625

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397910802563420

Keywords

Azoles; enantioselective addition reaction; enzymatic resolution; Pd catalysis; propargylic alcohol; zinc-allene derivative

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A short, elegant, and high yielding synthesis of ravoconazole is presented. The key step of this synthesis is an enantioselective palladium-catalyzed chiral zinc-allene addition reaction. The starting materials are 2-chloro-1-(2,4-difluorophenyl)-ethanone and (R)-4-phenylbutyn-2-ol obtained from enzymatic resolution of its racemate.

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