An Efficient Synthesis of Phthalides by Diels-Alder Reaction of Sulfur-Substituted Furanones with Silyloxydienes : A Formal Synthesis of Mycophenolic Acid

Mitsuaki WATANABE; Masao TSUKAZAKI; Yumiko HAMADA; Masatomo IWAO; Sunao FURUKAWA

doi:10.1248/cpb.37.2948

Mitsuaki WATANABE, Masao TSUKAZAKI, Yumiko HAMADA, Masatomo IWAO, Sunao FURUKAWA

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Keywords: 3-(phenylthio)-2-(5H)-furanone, 3-(phenylsulfinyl)-2(5H)-furanone, silyloxydiene, phthalide, mycophenolic acid, Diels-Alder reaction

JOURNAL FREE ACCESS

1989 Volume 37 Issue 11 Pages 2948-2951

DOI https://doi.org/10.1248/cpb.37.2948

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Abstract

Highly substituted phthalides including a key intermediate in the synthesis of mycophenolic acid were prepared by the Diels-Alder reaction of 3-(phenylthio- or 3-(phenylsulfinyl)-2-(5H)-furanones with silyloxydienes.

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