Functionalized 2-azabicyclo[3.3.0]octanes as ligands in the enantioselective catalysis

Article abstract of DOI:10.1016/S0040-4039(98)00345-1

Enantiopure compounds 4 were prepared by condensation of β- aminoalcohols 2 with ethyl (2-oxocyclopentyl)acetate 1 and subsequent reduction of intermediates 3. Compound 4a was converted to 6 via 5. With compounds 4, 5 or 6 as chiral ligands in the reaction of benzaldehyde with diethylzine an enantiomeric excess between 14 and 84% was achieved.