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The Intramolecular, Stereoselective Addition of Sulfoximine Carbanions to α,β-Unsaturated Esters

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journal contribution
posted on 19.04.2003, 00:00 by Michael Harmata, Xuechuan Hong
ortho-Bromocinnamates can be coupled with methyl phenylsulfoximine to afford N-arylsulfoximines in excellent yield. Treatment of these products with an amide base results in a completely stereoselective cyclization to afford enantiomerically pure benzothiazines. This reaction is stereospecific.