Free-radical macrocyclization-transannular cyclization

NA Porter, VHT Chang, DR Magnin…

Index: Porter,N.A.; Chang,V.H.; Magnin,D.R. Journal of the American Chemical Society, 1988 , vol. 110, p. 3554

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Citation Number: 87

Abstract

Abstract: Intramolecular free-radical addition to olefins substituted with electron-withdrawing groups has been studied. The free radicals are generated from the corresponding iodides by reaction with tributyltin hydride or tributyltin chloride/sodium cyanoborohydride. Macrocyclic compounds of 12-20 members are generated by this procedure in good yield, while endocyclization is favored, exocyclization can be forced if 1, l-dicyanesubstituted olefins ...

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