Abstract. Reported herein is a design and synthesis of N-tert-butylsulfinyl-(perfluoro)benzaldimine, and study of its reactivity and stereocontrolling properties in the Mannich addition reactions with in situ generated indolinone derived tertiary… Click to show full abstract
Abstract. Reported herein is a design and synthesis of N-tert-butylsulfinyl-(perfluoro)benzaldimine, and study of its reactivity and stereocontrolling properties in the Mannich addition reactions with in situ generated indolinone derived tertiary enolates. The corresponding products, quaternary β- perfluorophenyl-β-amino-indolin-2-ones were obtained with good to excellent yields and diastereoselectivity, underscoring exciting synthetic potential of this newly introduced pentafluorophenyl-containing chiral imine.
               
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