Trans‐(1S,2S)‐1‐Substituted‐2‐(N,N‐dialkylamino)‐1‐indanol Derivatives as Chiral Ligands in the Catalytic Enantioselective Addition of Diethylzinc to Aldehydes.

Abstract

Abstract A series of optically active trans -(1 S ,2 S )-1-substituted-2-( N , N -dialkylamino)-1-indanol derivatives 1 – 6 were synthesized and applied in the catalytic enantioselective addition of diethylzinc to aldehydes. The enantiomeric purity of the addition products increased considerably with increasing bulk of the substituents both on the nitrogen atom and the hydroxy-bearing carbon atom of the ligands. sec -Alcohols were obtained in good yields with enantiomeric excesses up to 93.1%.