Palladium-Catalyzed Cascade Cyclization of Benzyl Halides with Diethyl Diallylmalonate

Yimin Hu; Jie Zhou; Hongzhen Lian; Chengjian Zhu; Yi Pan

doi:10.1055/s-2003-39393

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Synthesis 2003(8): 1177-1180
DOI: 10.1055/s-2003-39393

PAPER

Palladium-Catalyzed Cascade Cyclization of Benzyl Halides with Diethyl Diallylmalonate

Yimin Hu, Jie Zhou, Hongzhen Lian, Chengjian Zhu, Yi Pan*
School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P.R. China
Fax: +86(25)3309123; e-Mail: yipan@netra.nju.edu.cn ;

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Publication History

Received 3 February 2003
Publication Date:
26 May 2003 (online)

Abstract
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Abstract

The palladium-catalyzed cascade cyclization of benzyl halides 2 with 1,6-diene 1 afforded the corresponding cyclopentene derivatives 3 in moderate to excellent yields. A possible mechanism for this catalytic reaction is proposed.

Key words

palladium - Heck reaction - benzyl halides - cyclization - cascade reaction

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