Rodriguez, Arantxa and Moran, Wesley J. (2011) Iodobenzene-Catalyzed Intramolecular Oxidative Cyclization Reactions of δ-Alkynyl β-Ketoesters. Organic Letters, 13 (9). pp. 2220-2223. ISSN 15237060
Abstract

Iodobenzene is shown to catalyze the 5-exo-dig cyclization of δ-alkynyl β-ketoesters under oxidative conditions that generate hypervalent iodine species in situ. The cyclopentane products contain adjacent quaternary and tertiary stereocenters which are generated with excellent diastereoselectivity.

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