Highly stereoselective formation of cis-enediones from alpha-diazo carbonyl compounds catalysed by [RuCl(eta(5)-C5H5)(PPh3)(2)]

被引:74
作者
Baratta, W [1 ]
Del Zotto, A [1 ]
Rigo, P [1 ]
机构
[1] UNIV UDINE, DIPARTIMENTO SCI & TECN CHIM, I-33100 UDINE, ITALY
关键词
D O I
10.1039/a706459d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Stereoselective decomposition of the a-diazo carbonyl compounds N2CHCOR [R = Me, Pr-n, Pr-i, (CH2)(10)CH3] catalysed by [RuCl(eta(5)-C5H5)(PPh3)(2)] (0.1 mol%) in toluene at 65 degrees C affords quantitatively RCOCH=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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页码:2163 / 2164
页数:2
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