Gold and BINOL-Phosphoric Acid Catalyzed Enantioselective Hydroamination/N‑Sulfonyliminium Cyclization Cascade

A highly enantioselective hydroamination/N-sulfonyliminium cyclization cascade is reported using a combination of gold(I) and chiral phosphoric acid catalysts. An initial 5-exo-dig hydroamination and a subsequent phosphoric acid catalyzed cyclization process provide access to complex sulfonamide scaffolds in excellent yield and high enantiocontrol. The method can be extended to lactam derivatives, with excellent yields and enantiomeric excesses of up to 93% ee.本文报道了一种结合一价金（gold(I)）与手性磷酸（chiral phosphoric acid）催化剂的高对映选择性氢胺化/N-磺酰亚胺环化级联反应。该反应首先经历5-外向-dig型氢胺化过程，随后在手性磷酸催化下完成环化步骤，可得到产率优异、对映控制度极佳的复杂磺酰胺骨架化合物。该方法可拓展至内酰胺衍生物的合成，所得产物同样具备优异产率，对映体过量（enantiomeric excess, ee）值最高可达93%。