Verwertung industrieller Abfallstoffe, 4. Synthese neuer, chiraler β‐Aminoalkohole und deren Anwendung in der katalytischen enantioselektiven Addition von Diethylzink an Benzaldehyd

Utilization of Industrial Waste Materials, 4. – Synthesis of New, Chiral β‐Amino Alcohols and Their Applications in the Catalytic Enantioselective Addition of Diethylzinc to Benzaldehyde This report describes the synthesis of new, chiral β‐amino alcohols 4a–g with four stereogenic centers. Thus, Grignard reagents are added diastereoselectively to an α‐amino aldehyde. Selected chiral amino alcohols 4a–g and the corresponding lithium alkoxides were used in the catalytic enantioselective addition of diethylzinc to benzaldehyde. 1‐Phenylpropan‐1‐ol was obtained in up to 86% ee. This is another example for the synthesis of interesting chiral ligands from the industrial waste material ( all‐R )‐ 1a . magnified image