PALLADIUM-CATALYZED HYDROGENOLYSIS OF ALLYLIC AND PROPARGYLIC COMPOUNDS WITH VARIOUS HYDRIDES

Authors
Citation
J. Tsuji et T. Mandai, PALLADIUM-CATALYZED HYDROGENOLYSIS OF ALLYLIC AND PROPARGYLIC COMPOUNDS WITH VARIOUS HYDRIDES, Synthesis, (1), 1996, pp. 1
Citations number
168
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Issue
1
Year of publication
1996
Database
ISI
SICI code
0039-7881(1996):1<1:PHOAAP>2.0.ZU;2-5
Abstract
Palladium-catalyzed hydrogenolysis of allylic compounds with various h ydride sources has two important synthetic applications. One applicati on is the preparation of alkenes. Regioselective hydrogenolysis of ter minal allylic compounds with triethylammonium formate to give 1-alkene s is particularly useful. A number of synthetic applications of regio- and stereoselective hydrogenolysis developed recently are surveyed. T he second application is the use of the allyl group as a protecting gr oup for carboxylic acids, alcohols, and amines. Deprotection by pallad ium-catalyzed hydrogenolysis proceeds under mild conditions. Allyl pro tection is attracting much attention as a useful method. Allenes or al kynes are obtained by the hydrogenolysis of propargylic compounds, the chemoselectivity depends on the structures of propargylic compounds.