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Updated: Aug 18, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Iridium complex-catalyzed reaction of 1,6-enynes: cycloaddition and cycloisomerization
Satoko Kezuka1, Toshiaki Okado, Eri Niou
1Department of Chemistry and Biological Science, Aoyama Gakuin University, Fuchinobe, Sagamihara 229-8558, Japan.
Abstract:
[reaction: see text] 1,6-Enynes reacted with monoynes to give cyclohexadiene derivatives in the presence of a catalytic amount of [Ir(cod)Cl](2)/ligand. DPPE was most suitable for cycloaddition. Diastereoselective cycloaddition was also possible. In the absence of monoynes, 1,6-enynes cycloisomerized to (Z)-1-alkylidene-2-methylenecyclopentane derivatives. DPPF was most suitable for cycloisomerization. These results are the first examples of highly Z-selective cycloisomerization.
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