Squaramide-catalyzed asymmetric Mannich reactions between 3-fluorooxindoles and pyrazolinone ketimines.

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ID: 64667
2019
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Abstract
An enantioselective Mannich reaction between 3-fluorooxindoles and pyrazolinone ketimines has been developed for the construction of amino-pyrazolone-oxindoles containing stereogenic C-F units. Based on this new protocol that allows for the generation of two adjacent tetrasubstituted stereocenters, a variety of structurally diverse fluorinated amino-pyrazolone-oxindoles were obtained in good to excellent yields with excellent diastereoselectivities and enantioselectivities (up to 98% yield, >20 : 1 dr and >99% ee). What's more, good yield and high stereoselectivities were obtained in the gram-scale reaction.
Reference Key
zhang2019squaramidecatalyzedorganic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Zhang, Qing-Da;Zhao, Bo-Liang;Li, Bing-Yu;Du, Da-Ming;
Journal Organic & biomolecular chemistry
Year 2019
DOI
10.1039/c9ob01350d
URL
Keywords
luminescence solvent effect heteroleptic zn(ii) complexes

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