The Journal of Organic Chemistry

Aryl radical additions to aldehydes and oxime ethers: the tandem enediyne-radical cyclization

JW Grissom, D Klingberg

Index: Grissom, Janet Wisniewski; Klingberg, Detlef Journal of Organic Chemistry, 1993 , vol. 58, # 24 p. 6559 - 6564

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Citation Number: 40

Abstract

The previously unreported cyclization of aryl radicals onto aldehyde and oxime ether acceptors is described. The aryl radicals were generated from a cyclization of enediyne substrates. The aldehydes 6 and 9 and the oxime ethers 7 and 10 were heated to 190" C in chlorobenzene in the presence of 1, 4-cyclohexadiene as a hydrogen atom source to yield the tandem enediyne-radical cyclization products lla, llb, 14, 21, and 22, and the simple ...