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Stereoselective Synthesis of Bicyclic Lactones Via Annelation Protocol

DOI: 10.5923/j.ajoc.20120206.01

Keywords: Annelation, Diesters, Methyl Bromo Acetate, Bicyclic Lactones

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Abstract:

A successful two-step annelation protocol of diesters and methyl bromoacetate with 2- chlorocyclopentanone derivatives was efficiently pursued, which gave suitably substituted bicyclic lactones in high overall yields and with complete streoselectivity mediated by K-Selectride and Wilkinsons catalyst, is reported. As part of a program aimed at rapid synthesis of bicyclic lactones which inherently occurs in many active natural products, this paper has shown a novel and rare methods for the synthesis of these important compounds based on alkylation of cyclopentanone derivatives and further demonstrate efficient reduction protocol of these compounds to the bicyclci lactones

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