期刊
ACS CATALYSIS
卷 11, 期 20, 页码 12565-12569出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c03474
关键词
chiral amines; biocatalysts; one-pot reaction; alkynes; transaminase
资金
- King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research [FCC/1/1974]
A one-pot chemoenzymatic sequential cascade was developed for the synthesis of chiral amines from alkynes. Gold catalysts were used to convert alkynes to ketones, followed by a transaminase catalyzed production of chiral amines with high yields and enantiomeric excess. Preparative scale synthesis of specific chiral amines showed high yields and enantiomeric excess.
A 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%.
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