Methyl and benzyl 3-oxo-3-thia-2-azabicyclo[2.2.1]hept-5-en-2-carboxylate were isolated at r.t. and characterized for the first time. Both endo and exo- isomers were observed. In 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
Guideri, L., Ponticelli, F. (2012). 3-oxo-3-thia-2-azabicyclo[2.2.1]hept-5-en-2-carboxylates: the first isolation and characterization. TETRAHEDRON LETTERS, 53(41), 5507-5510 [10.1016/j.tetlet.2012.07.139].
3-oxo-3-thia-2-azabicyclo[2.2.1]hept-5-en-2-carboxylates: the first isolation and characterization
GUIDERI, LUCA;PONTICELLI, FABIO
2012-01-01
Abstract
Methyl and benzyl 3-oxo-3-thia-2-azabicyclo[2.2.1]hept-5-en-2-carboxylate were isolated at r.t. and characterized for the first time. Both endo and exo- isomers were observed. In 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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https://hdl.handle.net/11365/37273
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