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Synthesis of 2-acetyl-5,8-dihydro-1,4-dihydroxy-3-methyl naphthalene: a product from the isomerisation of Diels-Alder adducts of both 5-methyl- and 6-methyl-2-acetyl-1,4-benzoquinone with 1,3-butadiene


Citation

Ahmad, Faujan and Bruce, J. Malcolm (1996) Synthesis of 2-acetyl-5,8-dihydro-1,4-dihydroxy-3-methyl naphthalene: a product from the isomerisation of Diels-Alder adducts of both 5-methyl- and 6-methyl-2-acetyl-1,4-benzoquinone with 1,3-butadiene. Synthetic Communications, 26 (7). pp. 1263-1271. ISSN 0039-7911; ESSN: 1532-2432

Abstract / Synopsis

2-Acetyl-5,8-dihydro-1,4-dihydroxy-3-methyl-naphthalene was synthesised via Diels-Alder addition of 2-acetyl-3-methyl-1,4-benzoquinone to buta-1,3-diene followed by enolisation. It was identical with material obtained by pyridine-induced acetyl migration from the 1,3-butadiene adducts of both 3- and 6-methyl-2-acetyl-1,4-benzoquinone.


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Additional Metadata

Item Type: Article
Divisions: Universiti Pertanian Malaysia
DOI Number: https://doi.org/10.1080/00397919608003486
Publisher: Taylor & Francis
Keywords: 2-Acetyl-5,8-dihydro-1,4-dihydroxy-3-methyl-naphthalene; Diels-Alder adducts
Depositing User: Nabilah Mustapa
Date Deposited: 13 Apr 2016 11:55
Last Modified: 13 Apr 2016 11:55
Altmetrics: http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1080/00397919608003486
URI: http://psasir.upm.edu.my/id/eprint/42373
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