The Journal of Organic Chemistry

A Reinvestigation of the Trimethylstannylation of 1-Iodonorbornane: Competition between Polar and Radical Pathways

W Adcock, CI Clark

Index: Adcock, William; Clark, Christopher I. Journal of Organic Chemistry, 1995 , vol. 60, # 3 p. 723 - 724

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Citation Number: 15

Abstract

1 2 3 exclusively via an SRNl free radical pathway, l-iodonorbornane (1; X= I, Y= H) reacts by competing free radical and halogen-metal exchange (HME) pathways. l This proposal was based largely on product distribution results (substitution versus reduction) in the absence and presence of tert-butylamine (TBA) and, as well, the detailed results of trimethylstannylation of 1, 4-dihalobicyclo [2.2. 11-heptanes (1) l and 1, 4-dihalobicyclo [ ...