4.8 Article

Nickel-Catalyzed Enantioselective Addition of Styrenes to Cyclic N-Sulfonyl α-Ketiminoesters

Journal

ACS Catalysis
Volume 5, Issue 11, Pages 6524-6528

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b01793

Keywords

asymmetric catalysis; nickel; styrene; quaternary stereocenter; sultam

Funding

  1. National Natural Science Foundation of P. R. China [21372202]
  2. New Century Excellent Talents in University [NCET-12-1086]
  3. Zhejiang Natural Science Fund for Distinguished Young Scholars [LR14B020001]

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Enantioselective addition of styrenes to cyclic N-sulfonyl alpha-ketiminoesters was developed using the complex of Ni(ClO4)(2) with chiral phosphine complex as a catalyst. A range of chiral benzofused 5-membered sultams bearing alkenylated or allylated alpha-tetrasubstituted amino ester framework were afforded in excellent enantioselectivities (up to 99% ee) as potential biologically active compounds for drug research.

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