α-Amido Sulfones as Imine Precursors in Enantioselective Nucleophilic Additions

Preparation α-Amido sulfones have emerged as valuable precursors of imines in enantioselective nucleophilic addition reactions because their use offers several advantages. Imines are generated in situ from α-amido sulfones by the elimination of the sulfone group under basic or acid conditions

Alicia Monleón

2013

Scholarcy highlights

  • Preparation α-Amido sulfones have emerged as valuable precursors of imines in enantioselective nucleophilic addition reactions because their use offers several advantages. Imines are generated in situ from α-amido sulfones by the elimination of the sulfone group under basic or acid conditions
  • This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research sαp-oAtligmhtido Sulfones as Imine Precursors in Enantioselective Nucleophilic Additions
  • Alicia Monleón was born in Valencia, Spain, in 1985
  • Enantioenriched α-amino phosphoric acid derivatives 8 can be synthesized by the asymmetric hydrophosphonylation of aliphatic NCbz and N-Boc α-amido sulfones 3 using a phase-transfer catalyst
  • 16 80–92%, 81–98% ee anti/syn from 78:22 to 98:2 Aza-Morita–Baylis–Hillman Reaction N-Boc α-amido sulfones are demonstrated to be suitable imine precursors in the asymmetric addition of vinyl methyl ketone catalyzed by a BINOL-derived catalyst

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