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

Montgomery Sarah L. | Zendy; MangasSanchez Juan | Zendy; Thompson Matthew P. | Zendy; Aleku Godwin A. | Zendy; Dominguez Beatriz | Zendy; Turner Nicholas J. | Zendy

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

Author(s) -

Montgomery Sarah L.,

MangasSanchez Juan,

Thompson Matthew P.,

Aleku Godwin A.,

Dominguez Beatriz,

Turner Nicholas J.

Publication year - 2017

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201705848

Subject(s) - chemistry , primary (astronomy) , alkylation , biocatalysis , alcohol , alcohol dehydrogenase , aspergillus oryzae , organic chemistry , primary alcohol , alcohol oxidation , enzyme , catalysis , combinatorial chemistry , ionic liquid , physics , astronomy

The reductive aminase from Aspergillus oryzae ( Asp RedAm) 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 ( Te SADH 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.

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