One-Pot Biocatalytic Cascade Reduction of Cyclic Enimines for the Preparation of Diastereomerically Enriched N-Heterocycles

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논문

One-Pot Biocatalytic Cascade Reduction of Cyclic Enimines for the Preparation of Diastereomerically Enriched N-Heterocycles

학술지

Journal of the American Chemical Society

저자명

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.

초록

<P>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.</P><BR>[FIG OMISSION]</BR>

발행연도

2019

발행기관

American Chemical Society

ISSN

0002-7863

ISSN

1520-5126

권

141

호

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