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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Main Authors: 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
Format: Article
Language:English
Published: 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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spelling 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
repository_type Digital Repository
institution_category Local University
institution International Islamic University Malaysia
building IIUM Repository
collection 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
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