BioChem - DOS

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

Angewandte Chemie. international edition

Montgomery, Sarah L.; Mangas‐ Sanchez, Juan; Thompson, Matthew P.; Aleku, Godwin A.; Dominguez, Beatriz; Turner, Nicholas J.

<P><B>Abstract</B></P><P>The reductive aminase from <I>Aspergillus oryzae</I> (<I>Asp</I>RedAm) was combined with a single alcohol dehydrogenase (either metagenomic ADH&#8208;150, an ADH from <I>Sphingobium yanoikuyae</I> (SyADH), or a variant of the ADH from <I>Thermoanaerobacter ethanolicus</I> (<I>Te</I>SADH W110A)) in a redox&#8208;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 % <I>ee</I>, releasing water as the only byproduct.</P>

2017

1433-7851

1521-3773

56

35

pp.10491-10494

10.1002/ange.201705848

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART78345346

asymmetric amination; biocatalysis; enzyme cascades; reductive aminase; synthetic methods