Tertiary Amine Promoted Asymmetric ­Aldol Reaction of Aldehydes

Abstract

AbstractThe direct asymmetric self‐aldol reactions of various α‐oxyaldehydes catalyzed by tertiary amines have been demonstrated. By using 10 mol‐% of quinine catalyst, dimerization products have been prepared in high yields, with good anti‐diastereocontrol, and up to 80 % ee. The presented enolate‐mediated synthesis of protected tetrose sugars has never been accomplished before by chiral tertiary amine organocatalysts.