Further investigations into the preparation and [4+2] cycloaddition reactions of vinyl norcaradiene derivatives
Date
2003
Authors
Buttle, Lisa
Morris, Jonathon
Mander, Lewis
Journal Title
Journal ISSN
Volume Title
Publisher
ARKAT Foundation
Abstract
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.
Description
Keywords
Keywords: 2 (5 vinyl 1,2,3,4 tetrahydronaphthalene)diazomethylketone derivative; 8 cyanovinyl 5 methoxy 2,3,4,4a tetrahydro 1h 3,4b methanocyclopropa[1,2:1,3]dibenzene 4 one; 8 vinyl 2,3 dihydro 1h 3,4b methanocyclopropa[1,2:1,3]dibenzene 4 (4ah) one; acrylic acid Cycloaddition; Diazoketone; Diels-Alder; Norcaradiene
Citation
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Source
ARKIVOC
Type
Journal article