4.3 Article

Triphenylarsine-catalyzed cyclopropanation: Highly stereoselective synthesis of trans-2,3-dihydro-spiro[cyclopropane-1,2 '-indan-1 ',3 '-dione] from alkene and phenacyl bromide

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SYNTHETIC COMMUNICATIONS
卷 38, 期 13, 页码 2200-2214

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TAYLOR & FRANCIS INC
DOI: 10.1080/00397910802029406

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cyclopropanation; spirocyclopropyl compound; stereoselective synthesis; triphenylarsine-catalyzed; water

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The triphenylarsine-catalyzed approach for the highly stereoselective synthesis of trans-2,3-dihydro-spiro[cyclopropane-1,2'-indan-1',3'-dione] with alkenes and phenacyl bromide in organic solvent is described. The triphenylarsine-catalyzed cyclopropanation in water was investigated. The mixture of cis/trans isomers is provided with water as a solvent. The cis isomer is formed using water as a solvent. The reactivity of the reaction in water is higher than that in the organic solvent.

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