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Suppression effect of the Pd/C-catalyzed hydrogenolysis of a phenolic benzyl protective group by the addition of nitrogen-containing bases

✍ Scribed by Hironao Sajiki; Hiroko Kuno; Kosaku Hirota

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
227 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

A mild and chemoselective hydrogenation method using 5% PdK2 for olefin, N-Cbz, benzyl ester and nitro functionalities distinguishing from the benzyl protective group for the phenolic hydroxyl group has been developed by the employment of 2,2'-dipyridyl as an additive. The suppressive effect on the benzyl ether hydrogenolysis was strongly influenced by the sorts of nitrogen-containing bases employed as an additive.

πŸ“œ SIMILAR VOLUMES

A novel type of PdMC-catalyzed hydrogena
A novel type of PdMC-catalyzed hydrogenation using a catalyst poison: Chemoselective inhibition of the hydrogenolysis for O-benzyl protective group by the addition of a nitrogen-containing base
✍ Hironao Sajiki; Kosaku Hirota πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 872 KB

A mild and chemoselective hydrogenation methodJbr a variety of reducible functional groups distinguishing from aliphatic and aromatic benzyl ethers was accomplished by the addition of an appropriate nitrogen-containing base to the Pd/C-catalyzed hydrogenation system.