A highly efficient asymmetric synthesis of homotaurine derivatives via diastereoselective ring-opening of gamma-sultones

作者：Enders D^*; Harnying W

来源：Synthesis (Germany), 2004, 2004(17): 2910-2918.

DOI：10.1055/s-2004-831256

• amino sulfonates
• sultones
• asymmetric synthesis
• ring-opening
• azide

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

• 出版日期2004-12-1