Tetrahedron

Reactions of carbamyl radicals: intramolecular hydrogen abstraction reactions

PF Dicks, SA Glover, A Goosen, CW McCleand

Index: Dicks, Patrick F.; Glover, Steohen A.; Goosen, Andre; McCleland, Cedric W. Tetrahedron, 1987 , vol. 43, # 5 p. 923 - 934

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Citation Number: 12

Abstract

ω-Phenylalkyl-N-methylcarbarnyl radicals undergo intermolecular addition to 3, 3- dinethylbut-l-ene in preference to intramolecular hydrogen abstraction. Methyl N-(ω- phenylalkyl) carbanyl radicals and methyl N-pentylcarbamyi radicals readily abstract hydrogen through a six membered transition state or a seven membered transition state if the hydrogen is beniylic. The selectivities are interpreted in terms of the electrophilicity of ...

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