Bello Y. Makama
American University of Afghanistan, Afghanistan
Title: Synthetic Approaches Towards the Tricyclic Core of Brasoside
Biography
Biography: Bello Y. Makama
Abstract
The work reported here in is primarily concerned with the synthetic approaches to the tricyclic core 2 in brasoside 1 isolated from Verbena littoralis, a plant which has been widely used in a traditional folk medicine in South America for treating diarrhoea, typhoid fever and tonsillitis. More recently, the crude extract of V. littoralis has been shown to potentiate NGF-induced neurite outgrowth from PC12D cells.1 A synthetic approach based on carbonyl-ene reaction has been examined to prepare the bicyclic core in the natural product. An ongoing asymmetric synthesis of the tricyclic core 2 was forged from common and relatively cheap intermediate which was rapidly assembled using stereo- controlled reduction, with L-selectride and a further formylation protocol.
Reagents and conditions: a) L-selectride , THF, 78%; b) KMnO4, KOH, H2O, 82%; c) ethyl formate, dry ether, 54%
Application of both [2+2] cycloaddition and Baeyer-Villager oxidation has enabled to access stereo-selectively substituted bicylic-adducts derivatives for use in synthetic modifications.2