Synthesis of functionalized sulfonamides via 1,3-dipolar cycloaddition of pentafluorophenyl vinylsulfonate |
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| Authors: | Caddick Stephen Bush Hannah D |
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| Institution: | Centre for Biomolecular Design and Drug Development, The Chemistry Laboratory, University of Sussex, Falmer, Brighton BN1 9QJ, UK. s.caddick@sussex.ac.uk |
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| Abstract: | reaction: see text] An efficient intermolecular 1,3-dipolar cycloaddition of a variety of nitrones to pentafluorophenyl (PFP) vinylsulfonate is described. The transformation produces stable "reversed" cycloadducts of unprecedented stereo- and regioselectivity. Subsequent amine displacement of the PFP moiety furnished functionalized sulfonamide products in good yields. |
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