Direct Alkylation of Amines with Primary and Secondary Alcohols through Biocatalytic Hydrogen Borrowing

被引：85
|
作者：
Montgomery, Sarah L. [1 ]
Mangas-Sanchez, Juan [1 ]
Thompson, Matthew P. [1 ]
Aleku, Godwin A. [1 ]
Dominguez, Beatriz [2 ]
Turner, Nicholas J. [1 ]
机构：
[1] Univ Manchester, Sch Chem, Manchester Inst Biotechnol, 131 Princess St, Manchester M1 7DN, Lancs, England
[2] Johnson Matthey Catalysis & Chiral Technol, 28 Cambridge Sci Pk,Milton Rd, Cambridge CB4 0FP, England
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 35期
基金：
英国生物技术与生命科学研究理事会;
关键词：
asymmetric amination; biocatalysis; enzyme cascades; reductive aminase; synthetic methods; CHIRAL PHOSPHORIC-ACID; IMINE REDUCTASES IREDS; ENANTIOSELECTIVE AMINATION; COOPERATIVE CATALYSIS; SEC-ALCOHOLS; CASCADE; METHODOLOGY; OXIDATION;
D O I：
10.1002/anie.201705848
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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.
引用
收藏
页码：10491 / 10494
页数：4
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