Functional groups proton sponges

There is little information on reduction of the aromatic system in proton sponges (Section III.J), whereas a lot of data exist concerning functional group reduction (Sections IV.A.5 and IV.C). 

In another case, 1 was used to deprotect the 2-(allyloxy)phenylacetyl group, employed as a protecting functionality in carbohydrate chemistry242. Thus, heating compound 266 with a palladium catalyst/proton sponge system results in an almost quantitative yield of compound 268 (equation 29). In accordance with a postulated relay mechanism, the phenolic allyl ether is cleaved by the transition metal followed by intramolecular ester cleavage by nucleophilic attack of the released hydroxyl. The aforementioned conditions... 

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