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Issue 23, 2019
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Regio- and stereoselective multi-enzymatic aminohydroxylation of β-methylstyrene using dioxygen, ammonia and formate

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Abstract

We report an enzymatic route for the formal regio- and stereoselective aminohydroxylation of β-methylstyrene that consumes only dioxygen, ammonia and formate; carbonate is the by-product. The biocascade entails highly selective epoxidation, hydrolysis and hydrogen-borrowing alcohol amination. Thus, β-methylstyrene was converted into 1R,2R and 1S,2R-phenylpropanolamine in 59–63% isolated yields, and up to >99.5 : <0.5 dr and er.

Graphical abstract: Regio- and stereoselective multi-enzymatic aminohydroxylation of β-methylstyrene using dioxygen, ammonia and formate

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Article information


Submitted
08 Sep 2019
Accepted
29 Oct 2019
First published
29 Oct 2019

Green Chem., 2019,21, 6246-6251
Article type
Communication

Regio- and stereoselective multi-enzymatic aminohydroxylation of β-methylstyrene using dioxygen, ammonia and formate

M. L. Corrado, T. Knaus and F. G. Mutti, Green Chem., 2019, 21, 6246
DOI: 10.1039/C9GC03161H

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