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Synthesis of spirooxindoles via asymmetric 1,3-dipolar cycloaddition
Authors:Ke Ding  Jeffrey R Deschamps  Shaomeng Wang
Institution:a Departments of Internal Medicine and Medicinal Chemistry and Comprehensive Cancer Center, University of Michigan, 1500 East Medical Center Drive, Ann Arbor, MI 48109-0934, USA
b The Laboratory for the Structure of Matter, Naval Research Laboratory, Washington, DC 20375, USA
Abstract:An efficient method was developed for the asymmetric synthesis of 2′-alkyl-4′aryl-1H-spiroindole-3,3′-pyrrolidin]-2-ones, which are potential inhibitors of the p53-MDM2 interaction. Our X-ray crystallographic analysis revealed that this 1,3-dipolar cycloaddition proceeds with high stereoselectivity but differently from previously published results.
Keywords:Spirooxindoles  Asymmetric 1  3-dipolar cycloaddition  Inhibitors of the p53-MDM2 interaction
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