Efficient synthesis of highly functionalized vinylogous thiol esters |
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Authors: | Jinglin Liu Dongwei Li |
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Affiliation: | Department of Chemistry, Northeast Normal University, Changchun 130024, PR China |
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Abstract: | A series of vinylogous thiol esters 2,3 and 2,6-dioxo-1,2,5,6-tetrahydropyridines (cyclic vinylogous thiol esters) 4 were prepared in high to excellent yields from the tandem reaction of readily available α-alkenoylketene diethylthioacetals 1 and diethyl malonate. A plausible mechanism, which involves a base catalyzed retro-Michael ring opening of cyclohexanenes 2 to give vinylogous thiol ester 3, is disclosed. |
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Keywords: | Vinylogous thiol esters α-Alkenoylketene diethylthioacetals Diethyl malonate Retro-Michael addition Michael addition |
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