Abstract
A novel strategy for the construction of 3,3′-pyrrolidinyl-bispirooxindoles through a Michael/N-hemiketalization cascade reaction of 3-aminooxindoles and isatin-derived β,γ-unsaturated α-keto esters was developed. Under mild conditions, a series of 3,3′-pyrrolidinyl-bispirooxindoles were obtained in moderate to good yields with high diastereo- and enantioselectivities by using a cinchona-derived bifunctional squaramide organocatalyst. This work represents the first example using the 3-aminooxindoles for the construction of 3,3′-pyrrolidinyl-bispirooxindoles.
Original language | English |
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Pages (from-to) | 7741-7750 |
Number of pages | 10 |
Journal | Journal of Organic Chemistry |
Volume | 83 |
Issue number | 15 |
DOIs | |
Publication status | Published - 3 Aug 2018 |
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Lin, Y., Zhao, B. L., & Du, D. M. (2018). Organocatalytic Asymmetric Synthesis of 3,3′-Pyrrolidinyl-bispirooxindoles via Michael/ N-Hemiketalization Cascade Reaction between 3-Aminooxindoles and Isatin-Derived β,γ-Unsaturated α-Keto Esters. Journal of Organic Chemistry, 83(15), 7741-7750. https://doi.org/10.1021/acs.joc.8b00632