4.8 Article

Asymmetric Friedel-Crafts alkylation of pyrroles with nitroalkenes using a dinuclear zinc catalyst

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 130, 期 8, 页码 2438-2439

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AMER CHEMICAL SOC
DOI: 10.1021/ja711080y

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  1. PHS HHS [13598] Funding Source: Medline

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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.

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