Synthesis of: N -heterocycles from diamines via H2-driven NADPH recycling in the presence of O2

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Abstract

Herein, we report an enzymatic cascade involving an oxidase, an imine reductase and a hydrogenase for the H2-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.

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Al-Shameri, A., Borlinghaus, N., Weinmann, L., Scheller, P. N., Nestl, B. M., & Lauterbach, L. (2019). Synthesis of: N -heterocycles from diamines via H2-driven NADPH recycling in the presence of O2. Green Chemistry, 21(6), 1396–1400. https://doi.org/10.1039/c8gc03798a

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