Palladium-Catalyzed Difunctionalizations of Olefins

Cleavage of the product from initial addition of a nitrogen nucleophile can also lead to difunctionalized products. This cleavage has been conducted in some cases with an oxidant. For example, the carbamate in Equation 16.124 cyclizes in the presence of PhI(OAc)j to form the acetoxy oxazolidinone. This strategy can also be followed in an intermolecular fashion, as shown in Equation 16.125.  

Other strategies have been followed to observe palladium-catalyzed diaminations of olefins. The diaminations of dienes have been conducted with ureas, and the use of this reagent leads to the 1,2-, rather than 1,4-, functionalization of the diene (Equation 16.126). The use of an aziridinone as reagent in the presence of olefin and a palladium catalyst also leads to the diamination of conjugated dienes to form precursors to vicinal diamines (Equation 16.127).  

Mechanistic Studies on Wacker Oxidations with Aicohoi, Phenoi, and Amide Nucieophiies 

Most of the mechanistic information that has been obtained on the reactions of hydroxide nucleophiles applies to reactions of alkoxide, phenoxide, and nitrogen nucleophiles. Henry has shown that the same stereochemistry is observed for the reactions of alcohols 

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