A Short and Facile [3+2] Addition Protocol Towards construction of Levuglandin Skeleta

The design and development of a simple and economical route for the construction of levuglandin skeleton from readily available isopropenyl acetate and methyl oleate has been reported. The key step involves a regio-controlled elimination of the hydroxy group resulting in the formation of a cyclobutene derivative. Oxidative cleavage of the cyclobutene derivative gives levuglandin framework in three steps. The intriguing chemistry of elimination resulting in the inseparable mixture of regioisomeric cyclobutenes has been discussed.