Stereoselective Reduction of α‐Fluoro‐β‐keto Esters by NADH and NADPH‐Dependent Ketoreductases

• Published in: European journal of organic chemistry Vol. 2019; no. 25; pp. 4080 - 4084
• Main Authors: Green, Thomas K., Damarancha, Anil, Vanagel, Matthew, Showalter, Brandon, Kolberg, Sandra, Thompson, Alexander
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 07.07.2019
• Subjects: Enantioselectivity; Enzymes; Esters; Ketoreductases; Nicotinamide adenine dinucleotide; NMR spectroscopy; Stereoselectivity; Substrates; Synthesis design

Racemic α‐fluoro‐β‐keto esters were stereoselectively transformed to α‐fluoro‐β‐hydroxy esters through dynamic reductive kinetic resolution (DYRKR) using commercially available NAD(P)H‐dependent ketoreductases. Aromatic, alkenyl, and alkyl substrates were all reduced in high optical purities and yie...