Regio- and stereoselective transfer of p-toluenesulfonamido group from sulfur to carbon: preparation of aminoalcohol derivatives from allylalcohols |
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| Authors: | Sadagopan Raghavan Ch. Naveen Kumar S. Ramakrishna Reddy |
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| Affiliation: | a Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
b X-ray Crystallography Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | A novel methodology for the regio- and stereoselective synthesis of amino alcohol derivatives from allylalcohols/ethers via intramolecular nucleophilic participation by the sulfilimine moiety is disclosed. The sulfilimine moiety is stereospecifically transformed to a sulfinyl moiety with an inverted configuration. The reaction is general and affords highly functionalised products. |
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| Keywords: | Sulfilimine Bromosulfonamide Intramolecular assistance Sulfoxide |
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