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

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201705848

Subject(s) - chemistry , alkylation , primary (astronomy) , biocatalysis , alcohol , primary alcohol , organic chemistry , alcohol dehydrogenase , aspergillus oryzae , alcohol oxidation , amine gas treating , enzyme , combinatorial chemistry , catalysis , reaction mechanism , 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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