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Cycloisomerization of Enynes via Rhodium Vinylidene-Mediated Catalysis

Hahn Kim and Chulbom Lee*

*Department of Chemistry, Princeton University, Princeton, New Jersey 08544, Email: cbleeprinceton.edu

H. Kim, C. Lee, J. Am. Chem. Soc., 2005, 127, 10180-10181.

DOI: 10.1021/ja052775j (free Supporting Information)


Abstract

A rhodium-catalyzed cycloisomerization converts various acyclic enynes to their cyclic diene isomers with endoselectivity. Two different catalyst systems have been developed, which are effective in promoting the C-C bond-forming cyclization of enynes to furnish carbo- and heterocycles in good to excellent yield. The mechanism is discussed.

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Key Words

N-Heterocycles, O-Heterocycles, Cyclohexenes, 1,3-Dienes


ID: J48-Y2005-2470