Catalytic Asymmetric Hydroformylation by the Use of Rhodiumcomplexes of Chiral Bidentate Phosphorus Ligands Bearing: Saturated Ring Skeletons

Abstract

Abstract (1S,2S)-1,2-Bis(diphenylphosphinoxy)cyclohexane, (1S,2S)-1,2-bis(phosphinomethyl)cyclohexanes, (2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(phosphino) butanes, and (1R,2R)-1,2-bis(phosphinomethyl) cyclobutanes, whose phosphino groups were diphenylphosphino or 5H-dibenzophosphol-5-yl groups where the rotation of phenyl-P bonds is impossible, were used as chiral ligands in rhodium-catalyzed asymmetric hydroformylation. The highest stereoselectivity was attained by the use of (1R,2R)-1,2-bis(5H-dibenzophosphol-5-ylmethyl)cyclobutane or (2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(5H-dibenzophosphol-5-yl)butane.