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Palladium-catalyzed asymmetric hydrogenation of lactones under base-free conditions.

Han WangShan-Shan XunChang-Bin YuYong-Gui Zhou
Published in: Chemical science (2024)
Asymmetric hydrogenation of esters through homogeneous catalysis is a significantly important transformation in organic synthesis. The systems developed so far mainly focused on chiral iridium and ruthenium catalysts, which required a base to facilitate the activity. Herein, we present a palladium-catalyzed asymmetric hydrogenation of lactones under base-free conditions through dynamic kinetic resolution and kinetic resolution. The reaction exhibits high enantioselectivity and excellent functional group tolerance. Remarkably, the hydrogenation proceeds smoothly at the gram scale, and the products can be transformed into several chiral potential building blocks without loss of optical purity. This work provides a new strategy for asymmetric hydrogenation of esters under base-free conditions.
Keyphrases
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  • ionic liquid
  • capillary electrophoresis
  • mass spectrometry
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