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使用氧气、氨和甲酸盐对β-甲基苯乙烯进行区域和立体选择性多酶氨基羟基化反应。

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

作者信息

Corrado Maria L, Knaus Tanja, Mutti Francesco G

机构信息

Van't Hoff Institute for MolecularSciences, HIMS-Biocat, University of Amsterdam, Science Park 904, 1098 XH, Amsterdam, The Netherlands.

出版信息

Green Chem. 2019 Dec 7;21(23):6246-6251. doi: 10.1039/C9GC03161H. Epub 2019 Oct 29.

DOI:10.1039/C9GC03161H
PMID:33628112
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7116804/
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 1,2 and 1,2-phenylpropanolamine in 59-63% isolated yields, and up to >99.5: <0.5 dr and er.

摘要

我们报道了一种用于β-甲基苯乙烯的形式区域和立体选择性氨羟基化的酶促途径,该途径仅消耗氧气、氨和甲酸盐;副产物是碳酸盐。该生物级联反应包括高度选择性的环氧化、水解和借氢醇胺化反应。因此,β-甲基苯乙烯以59-63%的分离产率转化为1,2-和1,2-苯基丙醇胺,非对映体比例高达>99.5:<0.5,对映体过量值高达>99.5:<0.5。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3019/7116804/44968e43447c/EMS116183-f002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3019/7116804/36f6d7022bee/EMS116183-f001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3019/7116804/44968e43447c/EMS116183-f002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3019/7116804/36f6d7022bee/EMS116183-f001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3019/7116804/44968e43447c/EMS116183-f002.jpg

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