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Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

Corlay, H; Motherwell, WB; Pennell, AMK; Shipman, M; Slawin, AMZ; Williams, DJ; ... Stepp, M; + view all (1996) Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes. TETRAHEDRON , 52 (13) 4883 - 4902.

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Abstract

The preparation and intramolecular palladium catalysed [3+2] cycloaddition reactions of a range of substrates containing either stereochemically defined 2,3-disubstituted methylenecyclopropanes 3 or acrylate accepters 12-15 are described. Evidence is presented which supports the hypothesis that these cycloaddition reactions proceed via palladium-trimethylenemethane type intermediates and that the two carbon-carbon bonds are formed in a highly asynchronous manner.

Type:Article
Title:Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes
Keywords:CYCLO-ADDITION
UCL classification:UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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