- Reactions of α-Oxo Ketene Dithioacetals with Dimethylsulfonium Methylide: A New Versatile Synthesis of Furans and Butenolides
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The reaction of 1-mono- and 1,2-disubstituted 3,3-bis(methylthio)-2-propen-1-ones 1 with dimethylsulfonium methylide (2) affords 2,2-bis(methylthio)-2,5-dihydrofurans 3 via epoxide 8 which can be isolated in a special case.A couple of methods including acid treatment effected the conversion of 3 to 2-(methylthio)furans 4, which are found to be useful synthons of a variety of furans and butenolides.Two naturally occurring furans, perillene and rosefuran, were synthesized by this method.
- Okazaki, Renji,Negishi, Yoshio,Inamoto, Naoki
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p. 3819 - 3824
(2007/10/02)
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- A New Simple Synthesis of Variously Substituted Furans and Butenolides
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The reaction of 1,2-disubstituted 3,3-bis(methylthio)prop-2-en-1-ones with dimethylsulfonium methylide gave 2,2-bis(methylthio)-2,5-dihydrofurans, useful synthons for a variety of furans and butenolides.
- Okazaki, Renji,Negishi, Yoshio,Inamoto, Naoki
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p. 1055 - 1056
(2007/10/02)
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