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

Michael Harmata, Xuechuan Hong

Journal of the American Chemical Society · 2003 · 106 citations · 8 references

Concepts

Abstract

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.

References

8