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
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...
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Format: | Article |
Language: | English |
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Taylor & Francis
1996
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Online Access: | http://psasir.upm.edu.my/id/eprint/42373/1/Synthesis%20of%202-acetyl-5%2C8-dihydro-1%2C4-dihydroxy-3-methyl%20naphthal.pdf |
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author | Ahmad, Faujan Bruce, J. Malcolm |
author_facet | Ahmad, Faujan Bruce, J. Malcolm |
author_sort | Ahmad, Faujan |
collection | UPM |
description | 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. |
first_indexed | 2024-03-06T08:52:36Z |
format | Article |
id | upm.eprints-42373 |
institution | Universiti Putra Malaysia |
language | English |
last_indexed | 2024-03-06T08:52:36Z |
publishDate | 1996 |
publisher | Taylor & Francis |
record_format | dspace |
spelling | upm.eprints-423732016-04-13T03:55:34Z http://psasir.upm.edu.my/id/eprint/42373/ 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 Ahmad, Faujan Bruce, J. Malcolm 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. Taylor & Francis 1996 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/42373/1/Synthesis%20of%202-acetyl-5%2C8-dihydro-1%2C4-dihydroxy-3-methyl%20naphthal.pdf 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 http://www.tandfonline.com/doi/abs/10.1080/00397919608003486 10.1080/00397919608003486 |
spellingShingle | Ahmad, Faujan Bruce, J. Malcolm 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 |
title | 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 |
title_full | 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 |
title_fullStr | 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 |
title_full_unstemmed | 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 |
title_short | 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 |
title_sort | 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 |
url | http://psasir.upm.edu.my/id/eprint/42373/1/Synthesis%20of%202-acetyl-5%2C8-dihydro-1%2C4-dihydroxy-3-methyl%20naphthal.pdf |
work_keys_str_mv | AT ahmadfaujan synthesisof2acetyl58dihydro14dihydroxy3methylnaphthaleneaproductfromtheisomerisationofdielsalderadductsofboth5methyland6methyl2acetyl14benzoquinonewith13butadiene AT brucejmalcolm synthesisof2acetyl58dihydro14dihydroxy3methylnaphthaleneaproductfromtheisomerisationofdielsalderadductsofboth5methyland6methyl2acetyl14benzoquinonewith13butadiene |