Benzothiazines in organic synthesis. The preparation of enantiomerically pure 4-substituted quinolones

Org Lett. 2007 Jul 5;9(14):2701-4. doi: 10.1021/ol0710358. Epub 2007 Jun 8.

Abstract

3,4-Dihydroquinolin-2(1H)-ones have potential biological and pharmacological significance. Enantiomerically pure benzothiazines, readily available via an intramolecular addition of a sulfoximine-stabilized carbanion to an alpha,beta-unsaturated ester, could be used as templates for making a series of enantiomerically pure 3,4-dihydroquinolin-2(1H)-ones under mild conditions.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Esters / chemical synthesis
  • Esters / chemistry
  • Quinolones / chemical synthesis*
  • Quinolones / chemistry
  • Stereoisomerism
  • Thiazines / chemical synthesis
  • Thiazines / chemistry

Substances

  • Esters
  • Quinolones
  • Thiazines