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Rhodium(III)-Catalyzed Atroposelective Synthesis of C-N Axially Chiral Naphthylamines and Variants via C-H Activation.

Peiyuan WangYaling HuangJierui JingFen WangXingwei Li
Published in: Organic letters (2022)
Reported herein is the efficient and atroposelective construction of two categories of C-N atropisomers via rhodium(III)-catalyzed C-H activation of sulfoxonium ylides en route to [4+2] annulation with sterically hindered, electron-rich alkynes. This reaction proceeds with high regio- and enantioselectivity under redox-neutral conditions via a double-substrate activation strategy, providing a novel entry to C-N axially chiral 4-functionalized 1-naphthols.
Keyphrases
  • room temperature
  • ionic liquid
  • copy number
  • electron transfer
  • mass spectrometry
  • molecularly imprinted
  • amino acid
  • electron microscopy