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

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

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Abstract

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).

Item Type:	Article (Journal)
Additional Information:	3704/12797
Uncontrolled Keywords:	atropodiastereoselective; indolostilbene; synthetic utilityUllmann coupling reaction; asymmetric-synthesis; Carbonyl-compounds; Biaryl; Analogs; acid; resveratrol; mechanism; ligands; indole,
Subjects:	T Technology > TP Chemical technology > TP248.13 Biotechnology
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button):	Kulliyyah of Science > Department of Biotechnology
Depositing User:	Nur' Aini Abu Bakar
Date Deposited:	27 Jan 2012 11:47
Last Modified:	27 Jan 2012 13:42
URI:	http://irep.iium.edu.my/id/eprint/12797

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