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A Palladium-Catalyzed Asymmetric Allylic Alkylation Approach to α-Quaternary γ-Butyrolactones.

Marllon Nascimento de OliveiraJeremy FournierStellios ArseniyadisJanine Cossy
Published in: Organic letters (2016)
The Pd-catalyzed asymmetric allylic alkylation (Pd-AAA) of enol carbonates derived from γ-butyrolactones is reported, affording the corresponding enantioenriched α,α'-disubstituted γ-butyrolactones in both high yields and high enantioselectivities (up to 94% ee). This method was eventually applied to the synthesis of chiral spirocyclic compounds.
Keyphrases
  • room temperature
  • solid state
  • ionic liquid
  • mass spectrometry