New synthesis of beta-sultams from pentafluorophenyl sulfonates |
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| Authors: | Lewis Alexandra K de K Mok B James Tocher Derek A Wilden Jonathan D Caddick Stephen |
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| Institution: | The Christopher Ingold Laboratories, Department of Chemistry, University College London, 20 Gordon Street, London WC1H 0AJ, UK. |
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| Abstract: | A stereoselective one-pot synthesis of substituted 1,2-thiazetidine 1,1-dioxides (beta-sultams) has been achieved from heterocyclic pentafluorophenyl (PFP) sulfonates. Mild N-O bond cleavage of isoxazolidines followed by intramolecular cyclization of the amine onto the PFP demonstrates the potential utility for using the PFP sulfonate as a valuable precursor to sulfonamides. reaction: see text]. |
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