Hydrazide-catalyzed 1,3-dipolar nitrone cycloadditions |
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Authors: | Mathieu Lemay |
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Institution: | Department of Chemistry, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada |
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Abstract: | The triflate salts of cyclic hydrazides function as asymmetric catalysts for the 3+2]cycloadditions of nitrones with α,β-unsaturated aldehydes. The camphor-derived hydrazides show a preference for the exo isomers during these reactions, providing a compliment to other organically catalyzed dipolar cycloadditions. Enantiomeric excesses as high as 93% were realized for the exo isomers, while some endo products were obtained in 94% ee. |
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