通过生物催化借氢实现伯醇和仲醇与胺的直接烷基化反应。
Direct Alkylation of Amines with Primary and Secondary Alcohols through Biocatalytic Hydrogen Borrowing.
机构信息
School of Chemistry, University of Manchester, Manchester Institute of Biotechnology, 131 Princess Street, Manchester, M1 7DN, UK.
Johnson Matthey Catalysis and Chiral Technologies, 28 Cambridge Science Park, Milton Road, Cambridge, CB4 0FP, UK.
出版信息
Angew Chem Int Ed Engl. 2017 Aug 21;56(35):10491-10494. doi: 10.1002/anie.201705848. Epub 2017 Jul 21.
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.
米根霉来源的还原胺酶（AspRedAm）与单个醇脱氢酶（包括宏基因组 ADH-150、粘质沙雷氏菌醇脱氢酶（SyADH）或嗜热厌氧杆菌醇脱氢酶（TeSADH W110A）变体）偶联，在氧化还原中性条件下形成级联反应体系，可利用伯醇和仲醇对胺进行生物催化烷基化反应。脂肪族和芳香族仲胺的转化率最高可达 99%，外消旋醇前体可直接手性合成仲胺，ee 值最高可达>97%，反应的唯一副产物为水。
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