The Journal of Organic Chemistry

Catalytic cycloisomerization of unsaturated organoiodides

WF Bailey, MW Carson

Index: Bailey, William F.; Carson, Matthew W. Journal of Organic Chemistry, 1998 , vol. 63, # 26 p. 9960 - 9967

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Citation Number: 33

Abstract

Catalytic quantities of phenyllithium (PhLi) have been found to initiate novel 5-exo cycloisomerization of a variety of structurally diverse unsaturated organoiodides. The isomerization reaction appears to be a process of broad synthetic utility for the preparation of iodomethyl-substituted five-membered rings. Primary, secondary, tertiary, or aryl iodides tethered to a suitably positioned carbon-carbon π-bond are converted cleanly to their ...