Practical Synthesis of MDM2 Antagonist RG7388. Part 1: A Cu(II)-Catalyzed Asymmetric [3 + 2] Cycloaddition Lianhe Shu Chen Gu Dan Fishlock Zizhong Li 10.1021/acs.oprd.6b00320.s001 https://acs.figshare.com/articles/journal_contribution/Practical_Synthesis_of_MDM2_Antagonist_RG7388_Part_1_A_Cu_II_-Catalyzed_Asymmetric_3_2_Cycloaddition/4235060 An efficient asymmetric synthesis of MDM2 antagonist RG7388 is reported. The highly functionalized chiral pyrrolidine carboxamide was assembled via a Cu­(OAc)<sub>2</sub>/(<i>R</i>)-BINAP catalyzed asymmetric [3 + 2] cycloaddition, which gave the exo and endo adducts in a ratio of 10:1, with high enantiomeric excess for the exo isomer. A one-pot hydrolysis and retro-Mannich/Mannich isomerization of the cycloaddition adducts in the presence of aqueous sodium hydroxide afforded RG7388 in high chemical and enantiomeric purities and 69% overall yield. 2016-10-31 00:00:00 MDM 2 antagonist RG 7388 exo isomer one-pot hydrolysis Practical Synthesis enantiomeric purities sodium hydroxide endo adducts cycloaddition adducts RG 7388 BINAP functionalized chiral pyrrolidine carboxamide Cu