Efficient and convenient heterogeneous palladium-catalyzed regioselective deuteration at the benzylic position.

@article{Kurita2008EfficientAC,
  title={Efficient and convenient heterogeneous palladium-catalyzed regioselective deuteration at the benzylic position.},
  author={Takanori Kurita and Kazuyuki Hattori and Saori Seki and Takuto Mizumoto and Fumiyo Aoki and Yuki Yamada and Kanoko Ikawa and Tomohiro Maegawa and Yasunari Monguchi and Hironao Sajiki},
  journal={Chemistry},
  year={2008},
  volume={14 2},
  pages={
          664-73
        }
}
The Pd/C-catalyzed efficient and regioselective hydrogen-deuterium (H-D) exchange reaction on the benzylic site proceeded in D2O in the presence of a small amount of H2 gas. The use of the Pd/C-ethylenediamine complex [Pd/C(en)] as a catalyst instead of Pd/C led to the efficient deuterium incorporation into the benzylic site of O-benzyl protective groups without hydrogenolysis. These H-D exchange reactions provide a post synthetic and D(2)-gas-free deuterium-labeling method on a wide variety of… CONTINUE READING
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