Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 3, Pages 1201-1206Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b11561
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Funding
- University of Manchester
- AstraZeneca
- ERC [742987]
- European Research Council (ERC) [742987] Funding Source: European Research Council (ERC)
- BBSRC [BB/M006832/1] Funding Source: UKRI
- EPSRC [EP/S01778X/1] Funding Source: UKRI
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The alkylation of amines with either alcohols or carboxylic acids represents a mild and safe alternative to the use of genotoxic alkyl halides and sulfonate esters. Here we report two complementary one pot systems in which the reductive aminase (RedAm) from Aspergillus oryzae is combined with either (i) a 1 degrees alcohol/alcohol oxidase (AO) or (ii) carboxylic acid/carboxylic acid reductase (CAR) to affect N-alkylation reactions. The application of both approaches has been exemplified with respect to substrate scope and also preparative scale synthesis. These new biocatalytic methods address issues facing alternative traditional synthetic protocols such as harsh conditions, over-alkylation and complicated workup procedures.
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