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Highly Enantioselective Construction of Polycyclic Spirooxindoles by Organocatalytic 1,3-Dipolar Cycloaddition of 2-Cyclohexenone Catalyzed by Proline-Sulfonamide

Creator:

Xiao, Jun-An, Liu, Qi, Ren, Ji-Wei, Liu, Jian, Carter, Rich G., Chen, Xiao-Qing, and Yang, Hua

Abstract:

An enantioselective 1,3-dipolar cycloaddition of 2-cyclo-hexene-1-one and azomethine ylide generated in situ from isatin and amino ester was developed by employing proline sulfonamide as the catalyst. Consequently, novel polycyclic spirooxindole scaffolds with three contiguous stereocenters were prepared in high yield (up to 95%) with excellent diastereo- (> 20:1 dr) and...

Resource Type:

Article

Full Text:

] and Hua Yang*[a] Abstract: An enantioselective 1,3-dipolar cycloaddition of 2-cyclo- hexene-1-one