6533b829fe1ef96bd1289700

RESEARCH PRODUCT

ChemInform Abstract: Organocatalytic anti-Selective Mannich Reactions with Fluorinated Aldimines: Synthesis of anti-γ-Fluoroalkyl-γ-amino Alcohols.

Santos FusteroJose Luis AcenaMaria Dolores Perez CarrionFatemeh MojarradJuan F. Sanz-cervera

subject

chemistry.chemical_classificationchemistry.chemical_compoundAldimineTrimethylsilylchemistryOrganic chemistryEtherGeneral MedicineMannich reactionAdductCatalysis

description

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)

https://doi.org/10.1002/chin.201007052