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A novel, facile, highly efficient and stereoselective protocol for the synthesis of cis-3-allyl-3-phenylsulfinyl-β-lactams and 3-allylidene-β-lactams from cis-3-allyl-3-phenylthio-β-lactams using Selectfluor both as an oxidizing agent and as an eliminating agent with temperature as a control parameter over the reaction outcome has been reported. The methodology is able to conquer the earlier reported shortcomings of long reaction time (24–90 hrs.) and lack of control over product ratio. The synthesized compounds will serve as important synthons for compounds of enhanced biological activity and potency.