Temperature dependence of the asymmetric induction in the PtCl(SnCl3)-catalyzed enantioselective hydroformylation reaction

Article abstract of DOI:10.1016/0022-328X(88)80383-8

Asymmetric hydroformylation of some prochiral olefins has been shown to be catalyzed by a new (preformed) PtCl(SnCl3)<(S,S)-BDPP> ((S,S)-BdPP = (-)-(2S,4S)-2,4-bis(diphenylphosphino)pentane) catalyst.Vinylidene carboxylic esters are hydroformylated regioselectively but rather moderate enantioselectivity.In hydroformylation of styrene the linear non chiral regioisomer 3-phenylpropanal is the main product, but the enantioselective formation of 2-phenylpropanal is strongly influenced by the reaction temperature, the S-enantiomer predominate at lower and the R-species at higher temperatures.Appropriate choices of the partial pressure of CO and H2 led to a relatively high (76.5 percent) enantiomeric excess.