Organic Chemistry Portal



Selective inhibition of benzyl ether hydrogenolysis with Pd/C due to the presence of ammonia, pyridine or ammonium acetate

Hironao Sajiki*

*Department of Medicinal Chemistry, Gifu Pharmaceutical University, 5-6-1 Mitahora-higashi, Gifu 502-8585, Japan, Email:

H. Sajiki, Tetrahedron Lett., 1995, 36, 3465-3468.

DOI: 10.1016/0040-4039(95)00527-J


Ammonia, pyridine and ammonium acetate were extremely effective as inhibitors of Pd/C catalyzed benzyl ether hydrogenolysis. While olefin, Cbz, benzyl ester and azide functionalities were hydrogenated smoothly, benzyl ethers were not cleaved.

see article for more examples

Key Words

benzyl ethers, reduction of alkenes, reduction of azides, benzyl carbamates, benzyl esters

ID: J72-Y1995-690