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Synthesis 2007(16): 2565-2570  
DOI: 10.1055/s-2007-983796
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York

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

Lu-Jiang Denga,b, Jing Liua,b, Ji-Qing Huanga,b,c, Yanhe Hud, Mao Chend, Yu Lana,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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Publikationsverlauf

Received 18 May 2007
Publikationsdatum:
12. Juli 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