850352-74-8Relevant academic research and scientific papers
Preparation of 1,4-dihydroquinolines bearing a chiral sulfoxide group: New highly enantioselective recyclable NADH mimics
Gaillard, Stéphane,Papamica?l, Cyril,Marsais, Francis,Dupas, Georges,Levacher, Vincent
, p. 441 - 444 (2005)
The stereoselective preparation of 1-,4-dihydroquinolines possessing a chiral sulfoxide group at C-3 is reported. These novel biomimetic NADH models (R)-1a,b have been shown to be highly enantioselective in the reduction of methyl benzoylformate, producing (R)-methyl mandelate in up to 95% ee. The corresponding quinolinium salts 4a,b have been recovered in good yields. The regenerated models 1a,b could be reused without any significant erosion of the enantioselectivity. Georg Thieme Verlag Stuttgart.
