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

• Published in: Organic & biomolecular chemistry Vol. 17; no. 3; pp. 7182 - 7191
• Main Authors: Zhang, Qing-Da, Zhao, Bo-Liang, Li, Bing-Yu, Du, Da-Ming
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 14.08.2019; Royal Society of Chemistry
• Subjects: Chemical reactions; Chemistry; Chemistry, Organic; Crystallography; Enantiomers; Fluorination; Imines; Physical Sciences; Science & Technology; PYRAZOLIN-5-ONES; CONSTRUCTION; PYRAZOLONES; CHIRAL SQUARAMIDE; INHIBITORS; DERIVATIVES; MICHAEL ADDITION

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,...