Resolution of 1-(2-naphthyl)ethanol by a combination of an enzyme-catalyzed kinetic resolution with a fluorous triphasic separative reaction.
[reaction: see text] Kinetic resolution of a fluorous ester rac-1 with Candida antarctica B lipase provided a mixture of enantioenriched alcohol (R)-2 and fluorous ester (S)-1. The mixture was subjected to a fluorous triphasic reaction to give both enantiomers of 1-(2-naphthyl)ethanol 2 in high ee without chromatographic separation or fluorous-organic liquid-liquid extractive purification.
Luo
Zhiyong
Z
Fluorous Technologies, Inc., 970 William Pitt Way, Pittsburgh, Pennsylvania 15238, USA.
Swaleh
Sauda M
SM
Theil
Fritz
F
Curran
Dennis P
DP
D002384:Catalysis; D004952:Esters / Q000737:chemistry; D000431:Ethanol / Q000031:analogs & derivatives* / Q000302:isolation & purification*; D005456:Fluorescent Dyes; D005656:Fungal Proteins; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D009281:Naphthalenes / Q000302:isolation & purification*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
D004952:Esters; D005456:Fluorescent Dyes; D005656:Fungal Proteins; D009281:Naphthalenes; D012997:Solvents; C403616:1-(2-naphthyl)ethanol; D000431:Ethanol; D008049:Lipase; C431349:lipase B, Candida antarctica