Iodobenzene-Catalyzed Intramolecular Oxidative Cyclization Reactions of ß-Alkynyl β-Ketoesters

Arantxa Rodríguez, Wesley J. Moran

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

Iodobenzene is shown to catalyze the 5-exo-dig cyclization of ß-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.

Original languageEnglish
Pages (from-to)2220-2223
Number of pages4
JournalOrganic Letters
Volume13
Issue number9
Early online date1 Apr 2011
DOIs
Publication statusPublished - 6 May 2011

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Cyclopentanes
Cyclization
Iodine
iodine
products
iodobenzene

Cite this

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abstract = "Iodobenzene is shown to catalyze the 5-exo-dig cyclization of {\ss}-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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Iodobenzene-Catalyzed Intramolecular Oxidative Cyclization Reactions of ß-Alkynyl β-Ketoesters. / Rodríguez, Arantxa; Moran, Wesley J.

In: Organic Letters, Vol. 13, No. 9, 06.05.2011, p. 2220-2223.

Research output: Contribution to journalArticle

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