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Pd(II)/ N , N '-Disulfonyl Bisimidazoline-Catalyzed Enantioselective Synthesis of Cyclic Quaternary Centers and Mechanistic Investigations.

Yu-Xin WangChen-Long LiYin-Ping LiuWen-Juan HaoZhi-Xiang YuShu-Jiang Tu
Published in: The Journal of organic chemistry (2024)
A Pd(II)/ N , N '-disulfonyl bisimidazoline-catalyzed asymmetric 1,4-conjugate addition reaction of low-cost arylboronic acids with readily available β - substituted cyclic enones is described, providing a straightforward way of constructing cyclic all-carbon quaternary stereocenters with high enantioselectivity, in which ≥96% ee was obtained in most cases. The reaction proceeded without the protection of inert gas, making the operation process simple. Theoretical calculations have been applied to understand the origins of enantioselectivity.
Keyphrases
  • low cost
  • room temperature
  • density functional theory
  • molecular dynamics
  • molecular dynamics simulations
  • molecular docking
  • ionic liquid