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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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Publication details

The article was received on 08 Sep 2019, accepted on 29 Oct 2019 and first published on 29 Oct 2019


Article type: Communication
DOI: 10.1039/C9GC03161H
Green Chem., 2019, Advance Article

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    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, Advance Article , DOI: 10.1039/C9GC03161H

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