Effect of Lithium Chloride on Tuning the Reactivity of Pauson-Khand Reactions­ Catalyzed by Palladium-Tetramethylthiourea

Lu-Jiang Deng; Jing Liu; Ji-Qing Huang; Yanhe Hu; Mao Chen; Yu Lan; Jia-Hua Chen; Aiwen Lei; Zhen Yang

doi:10.1055/s-2007-983796

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Synthesis 2007(16): 2565-2570
DOI: 10.1055/s-2007-983796

SPECIALTOPIC

Effect of Lithium Chloride on Tuning the Reactivity of Pauson-Khand Reactions Catalyzed by Palladium-Tetramethylthiourea

Lu-Jiang Deng^a,b, Jing Liu^a,b, Ji-Qing Huang^a,b,c, Yanhe Hu^d, Mao Chen^d, Yu Lan^a,b, Jia-Hua Chen*^a,b, Aiwen Lei*^d, Zhen Yang*^a,b,c
^a Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry, Peking University, Beijing 100871, P. R. of China
^b State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Science, Peking University, Beijing 100871, P. R. of China
^c Laboratory of Chemical Genomics, Shenzhen Graduate School, Peking University, Beijing 100871, P. R. of China
^d College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, P. R. of China
Fax: +86(10)62759105; e-Mail: zyang@pku.edu.cn;

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Publication History

Received 18 May 2007
Publication Date:
12 July 2007 (online)

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Abstract

A general and robust transition-metal-catalyzed Pauson-Khand reaction is still difficult to achieve. In this contribution, we describe our recent observations on the effect of lithium chloride on Pauson-Khand reactions catalyzed by palladium(II) chloride-tetramethylthiourea; this allows structurally diverse cyclopentenones to be prepared effectively.

Key words

cyclizations - enynes - lithium chloride - Pauson-Khand reaction - transition-metal catalysis

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