Tethered aminohydroxylation using acyclic homo-allylic sulfamate esters and sulfonamides as substrates |
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Authors: | Kenworthy Martin N Taylor Richard J K |
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Affiliation: | Department of Chemistry, University of York, Heslington, York YO10 5DD, UK. |
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Abstract: | Homo-allylic sulfamate esters and sulfonamides are shown to be useful substrates for the tethered aminohydroxylation (TA) reaction. The sulfamate esters undergo the TA reaction delivering 1,2,3-oxathiazinane products whereas the sulfonamides give 1,2-thiazinane products. A range of acyclic homo-allylic sulfamate esters were prepared and subjected to the TA reaction to establish the scope of the process. Nucleophilic ring-opening reactions of the 1,2,3-oxathiazinane products are also described. |
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