3-Oxo-3-thia-2-azabicyclo[2.2.1]hept-5-en-2-carboxylates: the first isolation and characterization |
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| Authors: | Luca GuideriFabio Ponticelli |
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| Institution: | Dipartimento di Chimica, Università degli Studi di Siena, Via A. Moro 2, 53100 Siena, Italy |
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| Abstract: | Methyl and benzyl 3-oxo-3-thia-2-azabicyclo2.2.1]hept-5-en-2-carboxylate were isolated at rt and characterized for the first time. Both endo and exo-isomers were observed. Under suitable experimental conditions (stoichiometric amount of sodium acetate, −40 °C or sodium borohydride/methyl iodide) ring opening of these compounds gave the corresponding thiosulfonates or methyl sulfides, respectively. |
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| Keywords: | Hetero Diels-Alder Ring strain Sulfinamide Thiosulfonate |
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