Selective Intermolecular Coupling of Alkynes with Nitriles and Ketones via β, β'Carbon-Carbon Bond Cleavage of Zirconacyclopentenes

…, M Kageyama, R Fischer, K Nakajima…

Index: Takahashi, Tamotsu; Xi, Chanjuan; Xi, Zhenfeng; Kageyama, Motohiro; Fischer, Reinald; Nakajima, Kiyohiko; Negishi, Ei-Ichi Journal of Organic Chemistry, 1998 , vol. 63, # 20 p. 6802 - 6806

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Citation Number: 89

Abstract

Selective intermolecular coupling of alkynes with nitriles and ketones was performed by the reaction of a mixture of alkynes and Cp2ZrEt2 with nitriles and ketones, respectively. Hydrolysis of the mixture gave α, β-unsaturated ketones and allylic alcohols in good to excellent yields, respectively. These reactions proceeded via zirconacyclopentenes which were prepared by the reaction of alkynes with Cp2ZrEt2. The structure of ...