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Metal-free β,γ-C(sp 3 )-H difunctionalization of propanols: DMP-initiated asymmetric spirocyclopropanation.

Zheyao LiHuiwen ZhangLin ZhaoYueyue MaQiufang WuHaosong RenZhongren LinJun ZhengXinhong Yu
Published in: Chemical communications (Cambridge, England) (2024)
A DMP-initiated metal-free effective β,γ-asymmetric spirocyclopropanation of propanols strategy using oxidative iminium activation is described. This process has been realized by a synergistic amine-catalyzed one-pot cascade oxidation-Michael addition cyclopropanation for "one-pot" access to various spirocyclopropyl propionaldehydes/propanols from diverse 3-arylpropanols and α-brominated active methylene compounds under mild conditions and with high enantioselectivity (ee up to >99%).
Keyphrases
  • solid state
  • room temperature
  • hydrogen peroxide
  • cancer therapy
  • drug delivery
  • electron transfer