One-Pot Biocatalytic Cascade Reduction of Cyclic Enimines for the Preparation of Diastereomerically Enriched N-Heterocycles
Ene-reductases (EREDs) catalyze the reduction of electron-deficient C=C bonds. Herein, we report the first example of ERED-catalyzed net reduction of C=C bonds of enimines (α,β-unsaturated imines). Preliminary studies suggest their hydrolyzed ring-open ω-amino enones are the likely substrates for this step. When combined with imine reductase (IRED)-mediated C=N reduction, the result is an efficient telescoped sequence for the preparation of diastereomerically enriched 2-substituted saturated amine heterocycles.
Thorpe, Thomas W.,France, Scott P.,Hussain, Shahed,Marshall, James R.,Zawodny, Wojciech,Mangas-Sanchez, Juan,Montgomery, Sarah L.,Howard, Roger M.,Daniels, David S. B.,Kumar, Rajesh,Parmeggiani, Fabio,Turner, Nicholas J.
p. 19208 - 19213
(2019/12/24)
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