Pd/C-catalyzed chemoselective hydrogenation in the presence of a phenolic MPM protective group using pyridine as a catalyst poison

Chemical and Pharmaceutical Bulletin

Volumn 51, Issue 3, 2003, Pages 320-324

  Sajiki, Hironao ^a   Hirota, Kosaku ^a  

^a GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Catalyst poison; Chemoselectivity; Hydrogenation; MPM ether; Pd C; Pyridine

Indexed keywords

ALKENE; CARBON; HYDROXYL GROUP; PALLADIUM; PHENOL DERIVATIVE; PYRIDINE; 4 METHYLBENZYL ALCOHOL; 4-METHYLBENZYL ALCOHOL; BENZYL ALCOHOL DERIVATIVE; PYRIDINE DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; HYDROGENATION; HYDROGENOLYSIS; CHEMISTRY; DRUG EFFECT; METABOLISM;

BENZYL ALCOHOLS; CATALYSIS; HYDROGENATION; PHENOLS; PYRIDINES;

EID: 0142009503     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.51.320     Document Type: Article

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12. We also found that a Pd/C catalyst formed an isolable complex with the ethylenediamine employed as catalytic poison, selectively catalyzing the hydrogenation of various functional groups without the hydrogenolysis of the O-benzyl protective group even in phenolic benzyl ethers, see: Sajiki H., Hattori K., Hirota K., J. Org. Chem., 63, 7990-7992 (1998).
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22. Commercially available.