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Synthesis 1988; 1988(4): 321-323
DOI: 10.1055/s-1988-27556
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A Facile Synthesis of (Trimethylsilylethynyl)cyclopropanes via an Arsonium Ylide

Yanchang Shen* , Qimu Liao
  • *Shanghai Institute of Organic Chemistry, Academia Sinica 345 Lingling Lu, Shanghai, People's Republic of China
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Publication Date:
20 August 2002 (online)

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The reaction of 3-(trimethylsilyl)-2-propynylidenetriphenylarsorane, generated in situ from the corresponding arsonium salt and butyllithium, with chalcones (as α,β-unsaturated ketones) gives (trimethylsilylethynyl)cyclopropanes in 96-100% yield and with high stereoselectivity.

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