A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction
The FeCl(3)-promoted oxidative cyclization/coupling of acetamidostilbenes possessing 3-methoxy, 4-methoxy and 3,5-methoxy substitutions (21), (22) and (23) is described. Only 3,5-substitution gave rise to novel indolostilbenes, each possessing two stereogenic axes (axially chiral but racemic dimers...
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Elsevier BV
2009
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Online Access: | http://irep.iium.edu.my/12797/ http://irep.iium.edu.my/12797/ http://irep.iium.edu.my/12797/ http://irep.iium.edu.my/12797/1/A_FeCl3-promoted_highly_atropodiastereoselective_cascade_reaction_synthetic.pdf |
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iium-127972012-01-27T05:42:45Z http://irep.iium.edu.my/12797/ A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction Ahmad, Kartini Thomas, Noel Francis Mukhtar, Mat Ropi Noorbatcha, Ibrahim Ali Weber, Jean-Frederic Faizal Nafiah, Mohd Azlan Velu, Saraswati S Takeya, Koichi Morita, Hiroshi Lim, Chuan-Gee A Hadi, A Hamid Awang, Khalijah TP248.13 Biotechnology The FeCl(3)-promoted oxidative cyclization/coupling of acetamidostilbenes possessing 3-methoxy, 4-methoxy and 3,5-methoxy substitutions (21), (22) and (23) is described. Only 3,5-substitution gave rise to novel indolostilbenes, each possessing two stereogenic axes (axially chiral but racemic dimers (39) and (40)). The 4-methoxy substituted acetamidostilbenes, by contrast, yielded the bisindoline dimer (36). Elsevier BV 2009-02 Article PeerReviewed application/pdf en http://irep.iium.edu.my/12797/1/A_FeCl3-promoted_highly_atropodiastereoselective_cascade_reaction_synthetic.pdf Ahmad, Kartini and Thomas, Noel Francis and Mukhtar, Mat Ropi and Noorbatcha, Ibrahim Ali and Weber, Jean-Frederic Faizal and Nafiah, Mohd Azlan and Velu, Saraswati S and Takeya, Koichi and Morita, Hiroshi and Lim, Chuan-Gee and A Hadi, A Hamid and Awang, Khalijah (2009) A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction. Tetrahedron, 65 (7). pp. 1504-1516. ISSN 0040-4020 http://dx.doi.org/10.1016/j.tet.2008.11.100 doi:10.1016/j.tet.2008.11.100 |
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Digital Repository |
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International Islamic University Malaysia |
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Online Access |
language |
English |
topic |
TP248.13 Biotechnology |
spellingShingle |
TP248.13 Biotechnology Ahmad, Kartini Thomas, Noel Francis Mukhtar, Mat Ropi Noorbatcha, Ibrahim Ali Weber, Jean-Frederic Faizal Nafiah, Mohd Azlan Velu, Saraswati S Takeya, Koichi Morita, Hiroshi Lim, Chuan-Gee A Hadi, A Hamid Awang, Khalijah A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction |
description |
The FeCl(3)-promoted oxidative cyclization/coupling of acetamidostilbenes possessing 3-methoxy, 4-methoxy and 3,5-methoxy substitutions (21), (22) and (23) is described. Only 3,5-substitution gave rise to novel indolostilbenes, each possessing two stereogenic axes (axially chiral but racemic dimers (39) and (40)). The 4-methoxy substituted acetamidostilbenes, by contrast, yielded the bisindoline dimer (36). |
format |
Article |
author |
Ahmad, Kartini Thomas, Noel Francis Mukhtar, Mat Ropi Noorbatcha, Ibrahim Ali Weber, Jean-Frederic Faizal Nafiah, Mohd Azlan Velu, Saraswati S Takeya, Koichi Morita, Hiroshi Lim, Chuan-Gee A Hadi, A Hamid Awang, Khalijah |
author_facet |
Ahmad, Kartini Thomas, Noel Francis Mukhtar, Mat Ropi Noorbatcha, Ibrahim Ali Weber, Jean-Frederic Faizal Nafiah, Mohd Azlan Velu, Saraswati S Takeya, Koichi Morita, Hiroshi Lim, Chuan-Gee A Hadi, A Hamid Awang, Khalijah |
author_sort |
Ahmad, Kartini |
title |
A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction |
title_short |
A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction |
title_full |
A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction |
title_fullStr |
A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction |
title_full_unstemmed |
A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction |
title_sort |
fecl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction |
publisher |
Elsevier BV |
publishDate |
2009 |
url |
http://irep.iium.edu.my/12797/ http://irep.iium.edu.my/12797/ http://irep.iium.edu.my/12797/ http://irep.iium.edu.my/12797/1/A_FeCl3-promoted_highly_atropodiastereoselective_cascade_reaction_synthetic.pdf |
first_indexed |
2023-09-18T20:21:56Z |
last_indexed |
2023-09-18T20:21:56Z |
_version_ |
1777408164511088640 |