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...
| Main Authors: | , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier BV
2009
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| Online Access: | http://irep.iium.edu.my/12797/ http://irep.iium.edu.my/12797/1/A_FeCl3-promoted_highly_atropodiastereoselective_cascade_reaction_synthetic.pdf |
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| 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 |
| building | IIUM Repository |
| collection | Online Access |
| 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). |
| first_indexed | 2025-11-14T14:46:36Z |
| format | Article |
| id | iium-12797 |
| institution | International Islamic University Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T14:46:36Z |
| publishDate | 2009 |
| publisher | Elsevier BV |
| recordtype | eprints |
| repository_type | Digital Repository |
| 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 |
| 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 |
| title | 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_short | 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 |
| topic | TP248.13 Biotechnology |
| 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 |