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Efficient asymmetric syntheses of α-quaternary lactones and esters through chiral bifunctional sulfide-catalyzed desymmetrizing bromolactonization of α,α-diallyl carboxylic acids.

Mana HirakiKen OkunoRyuichi NishiyoriAhmed A NoserSeiji Shirakawa
Published in: Chemical communications (Cambridge, England) (2021)
Asymmetric halolactonizations are powerful methods for the syntheses of chiral lactones. Catalytic and highly enantioselective halolactonizations of α-allyl carboxylic acids, however, continue to present a formidable challenge. Herein, we report the chiral bifunctional sulfide-catalyzed desymmetrizing bromolactonizations of α,α-diallyl carboxylic acids. These reactions efficiently produced chiral α-quaternary lactones and esters.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • room temperature
  • mass spectrometry
  • highly efficient
  • metal organic framework