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The efficient preparation of various substituted alpha-benzyl unsaturated butyrolactones is described. The palladium-mediated C?C bond formation that uses alpha-bromomethylbutenolide and boron derivatives as coupling partners accounts for the key step of this synthetic approach. Our strategy exclusively affords the endocyclic adduct and represents an alternative to Heck-type reactions. The synthesis and characterization of two nostoclide analogues has also been reported.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method