Cleavage of CC double bonds by a novel cycloaddition–cycloreversion sequence
Abstract
CC-double bonds are cleaved with simultaneous generation of a carbonyl compound and a nitrile by a sequence involving 1,3 dipolar addition of ethoxycarbonylformonitrile oxide to the olefin, hydrolysis of the 3-ethoxycarbonyl-isoxazoline which is formed to the free acid, and thermal decarboxylation.