New boro amino amide organocatalysts for asymmetric cross aldol reaction of ketones with carbonyl compounds

Distinct types of new boron fused primary amino amide organocatalysts were designed and synthesized from commercially available amino acids. Their catalytic activities were investigated in asymmetric crossed aldol reaction of ketones with aromatic aldehydes to afford the corresponding chiral anti-aldol adducts with good chemical yields, moderate diastereoselectivity and good to excellent enantioselectivities (up to 94% yields, up to 90 : 10 dr, up to 94% ee).

Automated summary

Distinct boron fused primary amino amide organocatalysts were synthesized from commercially available amino acids. These catalysts showed good catalytic activities in asymmetric crossed aldol reaction, producing corresponding chiral anti-aldol adducts with high chemical yields, moderate diastereoselectivity, and good to excellent enantioselectivities (up to 94% yields, up to 90:10 dr, up to 94% ee).