Asymmetric synthesis of aliphatic α-amino and γ-hydroxy α-amino acids and introduction of a template for crystallization-induced asymmetric transformation
Abstract The asymmetric synthesis of aliphatic α-amino and γ-hydroxy α-amino acids is described. The key step is an aza-Michael addition controlled by crystallization-induced asymmetric transformation (CIAT), affording excellent diastereomeric ratios (dr≥ 96: 4). Consecutive deoxygenation or stereoselective reduction (dr 99: 1) furnish various α-amino and γ-hydroxy α-amino acids, respectively.
