Abstract

2-Boron substituted 1,3-dienes have been prepared and used in experiments to demonstrate that it is possible to effect metal catalyzed Diels–Alder/hydrolysis tandem reactions. The boron substituted dienes are treated with dienophiles in toluene:alcohol solutions with rhodium or copper salt catalysts and heated to effect Diels–Alder reactions of the boron substituted dienes followed by hydrolysis of the boron-carbon bond in the Diels–Alder cycloadducts.

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