Table of Contents
ISRN Organic Chemistry
Volume 2011 (2011), Article ID 239817, 7 pages
http://dx.doi.org/10.5402/2011/239817
Review Article

Progress in the Total Synthesis of Rocaglamide

1College of Chemistry and Environmental Science, Guizhou University for Nationalites, Guiyang 550025, China
2College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China

Received 22 January 2011; Accepted 13 February 2011

Academic Editors: T. J. Brocksom, A. Iuliano, and N. Nishiwaki

Copyright © 2011 Xiao-hua Cai et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

The first cyclopenta[b]benzofuran derivative, rocaglamide, from Aglaia elliptifolia, was found to exhibit considerable insecticidal activities and excellent potential as a therapeutic agent candidate in cancer chemotherapy; the genus Aglaia has been subjected to further investigation. Both the structural complexity of rocaglamide and its significant activity make it an attractive synthetic target. Stereoselective synthesis of the dense substitution pattern of these targets is a formidable synthetic challenge: the molecules bear five contiguous stereocenters and cis aryl groups on adjacent carbons. In past years of effort, only a handful of completed total syntheses have been reported, evidence of the difficulties associated with the synthesis of rocaglate natural products. The advance on total synthesis of rocaglamide was mainly reviewed from intramolecular cyclization and biomimetic cycloaddition approach.