KAUST DepartmentKAUST Catalysis Center (KCC)
KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia
Biological and Environmental Science and Engineering (BESE) Division
Chemical Science Program
Physical Science and Engineering (PSE) Division
KAUST Grant NumberFCC/1/1974
Embargo End Date2022-09-29
Permanent link to this recordhttp://hdl.handle.net/10754/672100
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AbstractA one-pot chemoenzymatic sequential cascade for the synthesis of chiral amines from alkynes was developed. In this integrated approach, just ppm amounts of gold catalysts enabled the conversion of alkynes to ketones (>99%) after which a transaminase was used to catalyze the production of biologically valuable chiral amines in a good yield (up to 99%) and enantiomeric excess (>99%). A preparative scale synthesis of (S)-methylbenzylamine and (S)-4-methoxy-methylbenzylamine from its alkyne form gave a yield of 59 and 92%, respectively, with ee > 99%.
CitationMathew, S., Sagadevan, A., Renn, D., & Rueping, M. (2021). One-Pot Chemoenzymatic Conversion of Alkynes to Chiral Amines. ACS Catalysis, 12565–12569. doi:10.1021/acscatal.1c03474
SponsorsThis work was financially supported by the King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research This work was financially supported by the King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research (FCC/1/1974).
PublisherAmerican Chemical Society (ACS)