European Journal of Organic Chemistry

Dialkylzinc??Mediated Atom Transfer Sequential Radical Addition Cyclization

L Feray, MP Bertrand

Index: Feray, Laurence; Bertrand, Michele P. European Journal of Organic Chemistry, 2008 , # 18 p. 3164 - 3170

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Citation Number: 11

Abstract

Abstract Alkylative cycloisomerization of N, N-diallylpropiolamide into α-alkylidene-γ-lactams was mediated by dialkylzinc reagents in aerobic medium. In the presence of an alkyl iodide, final oxidation by iodine-atom transfer predominates over reductive zincation. The dialkylzinc-mediated radical process tolerates the presence of the acidic terminal alkyne.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)