Stereoselective Synthesis of Bicyclic Lactones Via Annelation Protocol

Abstract A successful two-step annelation protocol of diesters and methyl bro moacetate with 2-chlorocyclopentanone derivatives was efficiently pursued, wh ich gave suitably substituted bicyclic lactones in high overall yields and with co mplete streoselectivity med iated 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 p roducts, 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 lactone