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Organocatalytic <i>anti</i>‐Selective Mannich Reactions with Fluorinated Aldimines: Synthesis of <i>anti</i>‐γ‐Fluoroalkyl‐γ‐amino Alcohols
30
Citations
46
References
2009
Year
Asymmetric Mannich ReactionDerivativesα‐Diphenylprolinol Trimethylsilyl EtherEngineeringFluoroalkyl AldiminesNatural SciencesDiversity-oriented SynthesisFluorinated AldiminesOrganic ChemistryStereoselective SynthesisChemistryAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Abstract The asymmetric Mannich reaction between fluoroalkyl aldimines and aldehydes catalyzed by α,α‐diphenylprolinol trimethylsilyl ether is reported. The corresponding Mannich adducts were reduced in situ to afford anti ‐β‐alkyl‐γ‐fluoroalkyl‐γ‐amino alcohols in moderate yields and with very high diastereo‐ and enantioselectivities. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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