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DOI: 10.1039/A706459D (Paper) Reference Section for: Chem. Commun., 1997, 2163-2164

Highly stereoselective formation of cis-enediones from α-diazo carbonyl compounds catalysed by [RuCl(η5-C5H5)(PPh3)2]

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Walter Baratta and Alessandro Del Zotto

Abstract

Stereoselective decomposition of the α-diazo carbonyl compounds N2CHCOR [R = Me, Prn, Pri, (CH2)10CH3] catalysed by [RuCl(η5-C5H5)(PPh3)2] (0.1 mol%) in toluene at 65 °C affords quantitatively RCOCH[double bond, length half m-dash]CHCOR carbene dimers, the cis isomers being formed in 95–97% yield; under the same experimental conditions N2CHCOEt gives diethyl maleate in a purity of greater than 99%, the highest value for a stereoselective carbene–carbene dimer formation reported to date.

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