Min Lu - Highly Enantioselective Synthesis of Fluorinated β-Amino Ketones via Asymmetric Organocatalytic Mannich Reactions: A Case Study of Unusual Reversal of Regioselectivity

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  Publication Details (including relevant citation   information):

  Synlett.  477   (2011). (Invited paper)


  The highly enantioselective direct Mannich protocol employing   fluoroacetone, p-anisidine, and aldehydes   catalyzed by 4-siloxyproline was developed, allowing efficient   access for pharmaceutically important fluorinated β-amino   ketones. On the basis of DFT calculations and mechanistic probes,   the origin of an unusual reversal of regioselectivity was   unraveled.

  Address (URL): https://www-thieme-connect-com/ejournals/abstract/synlett/doi/10.1055/s-0030-125 9513