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  • Title: The asymmetric synthesis of CF3-containing spiro[pyrrolidin-3,2'-oxindole] through the organocatalytic 1,3-dipolar cycloaddition reaction.
    Author: Ma M, Zhu Y, Sun Q, Li X, Su J, Zhao L, Zhao Y, Qiu S, Yan W, Wang K, Wang R.
    Journal: Chem Commun (Camb); 2015 May 25; 51(42):8789-92. PubMed ID: 25915470.
    Abstract:
    A new strategy for the construction of optically active 5'-CF3 spiro[pyrrolidin-3,2'-oxindole] was described. A series of unprecedented 1,3-dipoles were obtained by condensation of CF3CH2NH2 with isatins. The 1,3-dipolar cycloaddition reactions of these ketimines with enals gave the products bearing four contiguous stereogenic centers in excellent yields, diastereoselectivities and enantioselectivities.
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