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Tandem elimination-oxidation of tertiary benzylic alcohols with an oxoammonium salt.

Rowan I L MeadorRobert E AndersonJohn D Chisholm
Published in: Organic & biomolecular chemistry (2022)
Tertiary benzylic alcohols react with oxoammonium salts, undergoing a tandem elimination/allylic oxidation to provide an allylic ether product in a single step. This mode of reactivity provides a rapid entry into allylic ethers from certain benzylic tertiary alcohols. The allylic ether may be cleaved under reductive conditions to reveal the allylic alcohol.
Keyphrases
  • ionic liquid
  • hydrogen peroxide
  • single cell