Abstract The hydrofluorination of optically active terminal epoxides, which were produced by a microbial reaction, with HF-amine reagents were studied. 1, 2-Epoxyoctane and glycidyl hexyl ether gave the corresponding 2-fluoro-1-alkanol derivatives with inversion of the asymmetric center with high stereospecificity, while in the hydrofluorination of pentafluorostyrene oxide and 2-methyl-1, 2-epoxyhexane, partial racemization occurred. ...
[Ramachandran, P. Veeraraghavan; Teodorovic, Aleksandar V.; Gong, Baoqing; Brown, Herbert C. Tetrahedron: Asymmetry, 1994 , vol. 5, # 6 p. 1075 - 1086]
