Asymmetric Friedel-Crafts Alkylation of Pyrroles with Nitroalkenes Using a Dinuclear Zinc Catalyst

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• 作者：Barry M. Trost ; Christoph M&uuml ; ller
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：February 27, 2008
• 年：2008
• 卷：130
• 期：8
• 页码：2438 - 2439
• 全文大小：54K
• 年卷期：v.130,no.8(February 27, 2008)
• ISSN：1520-5126

文摘

The catalytic enantioselective and atom economic Friedel-Crafts alkylation of pyrroles with nitroalkenes under mild reaction conditions using a dinuclear zinc catalyst is reported. The versatility of the reaction is demonstrated by the conversion of a number of differentially substituted nitroalkenes with differentially substituted pyrroles. Tandem addition reactions to form 2,5-disubstituted pyrroles are also demsonstrated. All pyrrole alkylations have been carried out without using N-protecting groups, which also enhances the efficiency by which substituted pyrroles may be synthesized. The reactions result in good yields and excellent enantioselectivities.