Journal of the American Chemical Society

Bis (trimethylstannyl) benzopinacolate-mediated intermolecular free-radical carbon-carbon bond-forming reactions: A new one-carbon homologation

DJ Hart, FL Seely

Index: Hart, David J.; Seely, Franklin L. Journal of the American Chemical Society, 1988 , vol. 110, # 5 p. 1631 - 1633

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Citation Number: 115

Abstract

In an attempt to eliminate reduction of the initially formed radical, we next examined hexamethylditin as a source of stannyl radical^.^^^ Thus, a benzene solution of iodocyclohexane (1. O equiv) and hexamethylditin (1.2 equiv) was irradiated through Pyrex until'H NMR analysis indicated an absence of starting iodide. Product analysis indicated that cyclohexane carboxaldoxime (2) had been generated, presumably via addition of ...