Diastereoselective synthesis of β-aminocyclopentene sulfonic acid via hetero Diels-Alder reaction |
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Authors: | Stefania Fusi |
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Institution: | Department of Chemistry, University of Siena, 53100 Siena, Italy |
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Abstract: | A new cyclopentene GABA analogue was synthesized as a conformationally rigid analogue of the epilepsy drug vigabatrin. N-Sulfinyl dienophile Diels-Alder methodology, followed by alkaline hydrolysis of the corresponding dihydrothiazine oxide, oxidation and deprotection of the amino group gave cis-4-aminocyclopent-2-ene-1-sulfonic acid. The corresponding N,N-dimethylsulfinamide was also obtained. |
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Keywords: | GABA-AT N-Sulfinyl dienophile Diels-Alder methodology Aminocyclopentene sulfonic acid Performic acid |
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