Synthesis of a New 1,4-Aminoalcohol and its Use as Catalyst in the Enantioselective Addition of Organozinc to Aldehydes

The synthesis of a new enantiopure, conformationally constrained 1,4-aminoalcohol is reported, starting from commercially available reagents from the chiral pool. This 1,4-aminoalcohol was used as chiral ligand in the addition of Et-Zn-2 to aldehydes (best ee 98%) and in the synthesis of chiral propargylic alcohols (best ee 70%) by alkynylzinc species.