Upon the completion of this biotransformation, the reaction mixture was extracted with 300 mL EtOAc. The mixture was transferred to a 1 L ultracentrifugation bucket and spun down (6000 rpm, 10 min) using a Thermo Scientific Sorvall Lynx 6000 superspeed centrifuge to separate the organic layer from the aqueous layer. The aqueous layer was extracted with EtOAc for an additional five times. Combined organic layers were dried over MgSO4 and an aliquot of the organic layer (400 μL) was used for product enantioselectivity via chiral HPLC. Combined organic layers were concentrated in vacuo with the aid of a rotary evaporator and purified by column chromatography with the aid of a Biotage Isolera to afford the desired organofluoride product 2a in 88% yield and 95:5 e.r.. This research is supported by the NIH (R35GM147387 to Y.Y.), NSF (CHE-2247505 to P.L.) and Boehringer Ingelheim's IU More Green Grant (BI # 763955 to Y.Y.). We acknowledge the NSF BioPACIFIC MIP (DMR-1933487) and NSF MRSEC at UCSB (DMR-2308708) for access to instrumentation. Computational studies were carried out at the University of Pittsburgh Center for Research Computing and the Advanced Cyberinfrastructure Coordination Ecosystem: Services & Support (ACCESS) program, supported by NSF award numbers OAC-2117681, OAC-1928147 and OAC-1928224. We thank Prof. Yiming Wang (University of Pittsburgh) for critical reading of this manuscript.