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

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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

URI

http://hdl.handle.net/1885/85813

Collections

ANU Research Publications

Source

ARKIVOC

Type

Journal article

Book Title

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