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Communication | Special issue | Vol 58, No. 1, 2002, pp.125-127
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S(M)57
A Practical Synthesis of (+)-Biotin through Palladium Hydroxide on Charcoal-catalyzed Fukuyama Coupling Reaction

Yoshikazu Mori and Masahiko Seki*

*CMC Research Laboratory, Tanabe Seiyaku Co. Ltd.,, 3-16-89, Kashima, Yodogawa-ku, Osaka 532-8505, Japan

Abstract

The Fukuyama coupling reaction of thiolactone (2) with 5-ethoxy-5-oxopentylzinc iodide (4) in the presence of 0.65 mol% of non pyrophoric palladium hydroxide on charcoal (Pearlman’s catalyst) provided a vinyl sulfide (3) carrying a C-4 side chain of (+)-biotin (1) in 87% yield.