Deoxygenative Cycloaddition of Aldehydes with Alkynes Mediated by AlCl3 and Zirconium: Formation of Cyclopentadiene Derivatives
Zhenfeng Xi Prof. Dr.
Department of Chemistry, Peking University Beijing 100871 (China) Fax: (+86) 10-6275-1708
Search for more papers by this authorPixu Li
Department of Chemistry, Peking University Beijing 100871 (China) Fax: (+86) 10-6275-1708
Search for more papers by this authorZhenfeng Xi Prof. Dr.
Department of Chemistry, Peking University Beijing 100871 (China) Fax: (+86) 10-6275-1708
Search for more papers by this authorPixu Li
Department of Chemistry, Peking University Beijing 100871 (China) Fax: (+86) 10-6275-1708
Search for more papers by this authorFinancial support from the National Natural Science Foundation of China (29702001), the National Science Fund for Distinguished Scholars (29825105), and the Peking University President Fund are gratefully acknowledged. Yunhai Xiao carried out some experimental work.
Abstract
Cleavage of the aldehyde C=O bond takes place in the zirconocene- and AlCl3-mediated cyclization of two molecules of an alkyne with an aldehyde to afford cyclopentadiene derivatives [Eq. (1)]. Only one of the possible positional double-bond isomers is formed. The same method can also be used to couple two different alkynes with an aldehyde.
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