A Highly Efficient Asymmetric Synthesis of Homotaurine Derivatives via Diastereoselective Ring-Opening of γ-Sultones

• DOI: 10.1055/s-2004-831256
• Publication Date: 2004-11-19T10:42:32Z
• Authors: Dieter Enders; Wacharee Harnying
• Keywords: Enantiopure drug; Sodium azide

A highly efficient asymmetric synthesis of α,γ-substituted γ-amino sulfonates via diastereoselective ring-opening enantiopure γ-sultones with inversion configuration at the attacked γ-carbon is described. In key step sodium azide used as nucleophilic nitrogen source. Secondary and tertiary were synthesized in very good yields excellent diastereo- enantiomeric excesses (de, ee ≥98%).