Efficient and Convenient Heterogeneous Palladium??Catalyzed Regioselective Deuteration at the Benzylic Position

…, T Mizumoto, F Aoki, Y Yamada, K Ikawa…

Index: Kurita, Takanori; Hattori, Kazuyuki; Seki, Saori; Mizumoto, Takuto; Aoki, Fumiyo; Yamada, Yuki; Ikawa, Kanoko; Maegawa, Tomohiro; Monguchi, Yasunari; Sajiki, Hironao Chemistry - A European Journal, 2008 , vol. 14, # 2 p. 664 - 673

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Citation Number: 42

Abstract

Abstract The Pd/C-catalyzed efficient and regioselective hydrogen–deuterium (HD) exchange reaction on the benzylic site proceeded in D 2 O in the presence of a small amount of H 2 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 HD exchange reactions provide a post ...