Allylic Alcohols and Related Systems

Jeffery has reported an alternative additive-based solution to yield Hy-abstracted products. Mizoroki-Heck reaction of allylic alcohols with aryl or alkenyl hahdes in the presence of silver salts (AgOAc or Ag2C03) results in selective Hy -abstraction [7]. Similar hydroxy-coordination to the cationic organopalladium intermediates are believed to be involved in this system. In this regard, the use of hypervalent iodonium salts is also effective for generating cationic palladium species [8]. 

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A major advance was the development of an efficient synthesis of epoxides of high optical purity from allylic alcohols and related systems (the Sharpless epoxidation) (below) such epoxides have been used extensively for the synthesis of complex natural products in homochiral form. 

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