[1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone

Treatment of the Diels-Alder adduct 4a-acetyl-4a, 5, 8, 8a-tetrahydro-3-methyl-I, 4 naphthoquinone with pyridine-methanol or acetic anhydride leads to a [I, 5J acetyl shift to the 3-position which can be followed by a [1,2J acetyl shift to the 2-position (adduct numbering).

Bibliographic Details
Main Authors: Ahmad, Faujan, Bruce, J. Malcolm, Khalafy, Jabbar, Sabetian, Khojasteh
Format: Article
Language:English
Published: The Royal Society of Chemistry 1981
Online Access:http://psasir.upm.edu.my/id/eprint/33816/
http://psasir.upm.edu.my/id/eprint/33816/1/33816%20acetyl%20shifts.pdf
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author Ahmad, Faujan
Bruce, J. Malcolm
Khalafy, Jabbar
Sabetian, Khojasteh
author_facet Ahmad, Faujan
Bruce, J. Malcolm
Khalafy, Jabbar
Sabetian, Khojasteh
author_sort Ahmad, Faujan
building UPM Institutional Repository
collection Online Access
description Treatment of the Diels-Alder adduct 4a-acetyl-4a, 5, 8, 8a-tetrahydro-3-methyl-I, 4 naphthoquinone with pyridine-methanol or acetic anhydride leads to a [I, 5J acetyl shift to the 3-position which can be followed by a [1,2J acetyl shift to the 2-position (adduct numbering).
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publishDate 1981
publisher The Royal Society of Chemistry
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spelling upm-338162015-04-13T02:54:24Z http://psasir.upm.edu.my/id/eprint/33816/ [1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone Ahmad, Faujan Bruce, J. Malcolm Khalafy, Jabbar Sabetian, Khojasteh Treatment of the Diels-Alder adduct 4a-acetyl-4a, 5, 8, 8a-tetrahydro-3-methyl-I, 4 naphthoquinone with pyridine-methanol or acetic anhydride leads to a [I, 5J acetyl shift to the 3-position which can be followed by a [1,2J acetyl shift to the 2-position (adduct numbering). The Royal Society of Chemistry 1981 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/33816/1/33816%20acetyl%20shifts.pdf Ahmad, Faujan and Bruce, J. Malcolm and Khalafy, Jabbar and Sabetian, Khojasteh (1981) [1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone. Journal of the Chemical Society, Chemical Communications, 4. pp. 169-171. ISSN 0022-4936 http://pubs.rsc.org/en/content/articlelanding/1981/c3/c39810000169#!divAbstract 10.1039/C39810000169
spellingShingle Ahmad, Faujan
Bruce, J. Malcolm
Khalafy, Jabbar
Sabetian, Khojasteh
[1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone
title [1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone
title_full [1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone
title_fullStr [1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone
title_full_unstemmed [1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone
title_short [1,5] and [1,2] acetyl shifts in Diels-Alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone
title_sort [1,5] and [1,2] acetyl shifts in diels-alder adducts of 2-acetyl-6-methyl-l,4-benzoquinone
url http://psasir.upm.edu.my/id/eprint/33816/
http://psasir.upm.edu.my/id/eprint/33816/
http://psasir.upm.edu.my/id/eprint/33816/
http://psasir.upm.edu.my/id/eprint/33816/1/33816%20acetyl%20shifts.pdf