A FeCl(3)-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction

• 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
• Subjects: TP248.13 Biotechnology
• Online Access: http://irep.iium.edu.my/12797/1/A_FeCl3-promoted_highly_atropodiastereoselective_cascade_reaction_synthetic.pdf; http://irep.iium.edu.my/12797/; http://dx.doi.org/10.1016/j.tet.2008.11.100

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...