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Further investigations into the preparation and [4+2] cycloaddition reactions of vinyl norcaradiene derivatives

Buttle, Lisa; Morris, Jonathon; Mander, Lewis


Norcaradiene derivatives derived from the copper-catalyzed intramolecular cyclopropanation reactions of 2-(5-vinyl-1,2,3,4-tetrahydronaphthalene) diazomethyl ketones have been prepared and submitted to Diels-Alder reactions with a range of dienophiles, including methyl acrylate, methyl 2-chloroacrylate, maleic anhydride and citraconic anhydride. The cycloaddition reactions gave better yields and were more selective when the vinyl norcaradienes were based on 8-methoxynaphthyl diazoketones.

CollectionsANU Research Publications
Date published: 2003
Type: Journal article


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