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Synthesis 2012(7): 1030-1036  
DOI: 10.1055/s-0031-1289723
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Cu(acac)2-Catalyzed Synthesis of Functionalized Bis(arylmethyl)zinc Reagents and Their Olefination Reaction with Aromatic Aldehydes

Ying Fu*, Xuemei Hu, Yaojuan Chen, Yanshou Yang, Hongxia Hou, Yulai Hu
College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, 730070, P. R. of China
Fax: +86(931)7768159; e-Mail: fuying@iccas.ac.cn;
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Publication History

Received 17 December 2011
Publication Date:
24 February 2012 (online)

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Abstract

An efficient and facile copper(II) acetylacetonate catalyzed synthesis of functionalized bis(arylmethyl)zinc reagents from arylmethyl halides and their olefination reaction with aromatic aldehydes is reported. Aluminum trichloride was found to be the key ingredient in these reactions and (E)-stilbenes were obtained in high yields.

Key words

aldehyde - zinc - nucleophilic addition - olefination - benzylation

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