Synthesis of N-heterocycles from diamines via H2-driven NADPH recycling in the presence of O2Electronic supplementary information (ESI) available. See DOI: 10.1039/c8gc03798a
Herein, we report an enzymatic cascade involving an oxidase, an imine reductase and a hydrogenase for the H 2 -driven synthesis of N -heterocycles. Variants of putrescine oxidase from Rhodococcus erythropolis with improved activity were identified. Substituted pyrrolidines and piperidines were obtai...
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Sprache: | eng |
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Zusammenfassung: | Herein, we report an enzymatic cascade involving an oxidase, an imine reductase and a hydrogenase for the H
2
-driven synthesis of
N
-heterocycles. Variants of putrescine oxidase from
Rhodococcus erythropolis
with improved activity were identified. Substituted pyrrolidines and piperidines were obtained with up to 97% product formation in a one-pot reaction directly from the corresponding diamine substrates. The formation of up to 93%
ee
gave insights into the specificity and selectivity of the putrescine oxidase.
We designed a novel H
2
-driven cascade for the biosynthesis of
N
-heterocycles. |
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ISSN: | 1463-9262 1463-9270 |
DOI: | 10.1039/c8gc03798a |