Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination

Uthoff F, Gröger H (2018)
JOURNAL OF ORGANIC CHEMISTRY 83(16): 9517-9521.

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Zeitschriftenaufsatz | Veröffentlicht | Englisch
Abstract / Bemerkung
An enantioselective chemoenzymatic two-step one-pot transformation of styrene to 1-phenylethylamine has been developed based on combining an initial Pd/Cu-catalyzed Wacker oxidation of styrene with a subsequent reductive amination of the in situ formed acetophenone. As a nitrogen source only ammonia is needed. The incompatible catalysts were separated by means of a polydimethylsiloxane membrane, thus leading to quantitative conversion and an excellent enantiomeric excess of the corresponding amine. The overall one-pot process formally corresponds to an asymmetric hydroamination of styrene with ammonia.
Erscheinungsjahr
Zeitschriftentitel
JOURNAL OF ORGANIC CHEMISTRY
Band
83
Ausgabe
16
Seite(n)
9517-9521
ISSN
PUB-ID

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Uthoff F, Gröger H. Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination. JOURNAL OF ORGANIC CHEMISTRY. 2018;83(16):9517-9521.
Uthoff, F., & Gröger, H. (2018). Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination. JOURNAL OF ORGANIC CHEMISTRY, 83(16), 9517-9521. doi:10.1021/acs.joc.8b01247
Uthoff, F., and Gröger, H. (2018). Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination. JOURNAL OF ORGANIC CHEMISTRY 83, 9517-9521.
Uthoff, F., & Gröger, H., 2018. Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination. JOURNAL OF ORGANIC CHEMISTRY, 83(16), p 9517-9521.
F. Uthoff and H. Gröger, “Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination”, JOURNAL OF ORGANIC CHEMISTRY, vol. 83, 2018, pp. 9517-9521.
Uthoff, F., Gröger, H.: Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination. JOURNAL OF ORGANIC CHEMISTRY. 83, 9517-9521 (2018).
Uthoff, Florian, and Gröger, Harald. “Asymmetric Synthesis of 1-Phenylethylamine from Styrene via Combined Wacker Oxidation and Enzymatic Reductive Amination”. JOURNAL OF ORGANIC CHEMISTRY 83.16 (2018): 9517-9521.

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