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

页码：10491 / 10494

页数：4

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