Unusually reactive and selective carbonyl ylides for three-component cycloaddition reactions

被引：0

作者：

Deangelis, Andrew ^{[1
]}

Taylor, Michael T. ^{[1
]}

Fox, Joseph M. ^{[1
]}

机构：

[1] Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, United States

来源：

Journal of the American Chemical Society | 2009年 / 131卷 / 03期

关键词：

Conditions are described for the Rh-catalyzed formation of highly functionalized dihydro- and tetrahydrofuran products via three-component reactions of aldehydes; α-alkyl-α-diazoesters; and dipolaro- philes. The alkyl-substituted carbonyl ylides that are generated in this fashion are highly reactive in cycloaddition reactions and display a scope of reactivity that is much broader than the three-component reactions of carbonyl ylides derived from ethyl diazoacetate or α-aryl-α-diazoesters. The reactions of alkyl- substituted carbonyl ylides proceed with high regioselectivity and diastereoselectivity that are rationalized in terms of an asynchronous; endo-selective transition state. © 2009 American Chemical Society;

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摘要：

Journal article (JA)

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页码：1101 / 1105