Dataset Information
Asymmetric NHC-catalyzed synthesis of ?-fluoroamides from readily accessible ?-fluoroenals.
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ABSTRACT:
SUBMITTER: Wheeler P
PROVIDER: S-EPMC4205762 | biostudies-literature | 2013 Apr
REPOSITORIES: biostudies-literature
Publications
Asymmetric NHC-catalyzed synthesis of α-fluoroamides from readily accessible α-fluoroenals.
Chemical science 20130401 4
The scope of the NHC-redox amidation has been expanded to include a variety of α,β-unsaturated aldehydes, including α-fluoro α,β-unsaturated aldehydes which give rise to enantioenriched α-fluoroamides in good to excellent yield and enantioselectivity (up to 97% ee). Enantioenriched amines may be elaborated to either diastereomer of the product in high diastereoselectivity (up to 99:1). Functionalization of the amide products to amines and fluorohydrins is also demonstrated with retention of enan ...[more]