Combination of Enantioselective Metal Catalysis and Organocatalysis: Enantioselective Sequential Hydroformylation/ Aldol Reactions

This work reports the possibility of controlling the sense of enantio‐ and diastereoinductions in the sequential hydroformylation and aldol reactions via the judicious combination of a chiral metal catalyst with a chiral organocatalyst. The diastereoselectivity of the reaction between styrene, syngas and acetone can be increased by using a matched pair of catalysts, [rhodium/(2 S ,4 S )‐Chiraphite]/( S )‐organocatalyst and decreased, but not inverted, by using a mismatched pair of catalysts, [rhodium/(2 R ,4 R )‐Chiraphite]/( S )‐organocatalyst.