Direct Alkylation of Amines with Primary and Secondary Alcohols through Biocatalytic Hydrogen Borrowing,Angewandte Chemie International Edition

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Direct Alkylation of Amines with Primary and Secondary Alcohols through Biocatalytic Hydrogen Borrowing
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2017-07-21 01:55:32 , DOI: 10.1002/anie.201705848
Sarah L. Montgomery ₁ , Juan Mangas-Sanchez ₁ , Matthew P. Thompson ₁ , Godwin A. Aleku ₁ , Beatriz Dominguez ₂ , Nicholas J. Turner ₁

Affiliation

The reductive aminase from Aspergillus oryzae (AspRedAm) was combined with a single alcohol dehydrogenase (either metagenomic ADH-150, an ADH from Sphingobium yanoikuyae (SyADH), or a variant of the ADH from Thermoanaerobacter ethanolicus (TeSADH W110A)) in a redox-neutral cascade for the biocatalytic alkylation of amines using primary and secondary alcohols. Aliphatic and aromatic secondary amines were obtained in up to 99 % conversion, as well as chiral amines directly from the racemic alcohol precursors in up to >97 % ee, releasing water as the only byproduct.

中文翻译：

通过生物催化氢借用与伯醇和仲醇直接将胺烷基化

将米曲霉（Asp RedAm）的还原性氨基酶与单一醇脱氢酶（宏基因组ADH-150，来自Sphingobium yanoikuyae的ADH （SyADH）或来自乙醇嗜热厌氧菌（Te SADH W110A）的ADH变体组合在一起使用伯醇和仲醇对胺进行生物催化烷基化的氧化还原中性级联反应。以高达99％的转化率获得脂肪族和芳香族仲胺，以及直接从消旋醇前体中以高达> 97％ee的形式获得手性胺，从而释放出水作为唯一的副产物。

更新日期：2017-07-22

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