Optical resolutions of racemic 2,2,2-trifluoro-1-(aryl)ethanols - (l-naphth
yl), (2-naphthyl), (4-methylnaphthyl), (phenyl), (1-pyrenyl) - were achieve
d by lipase-catalyzed enantioselective acetylations with vinyl acetate as a
n acetyl donor in octane, and (S)-acetates and (R)-alcohols were obtained.
Among the Lipases tested, lipase from Pseudomonas aeruginosa (Lipase LIP, T
oyobo) showed good enantioselectivity for above ethanols. However, no acety
lation occurred with sterically hindered alcohols - (9-phenanthryl), (9-ant
hryl), (2-methylnaphthyl), (2, 4, 6-trimethylphenyl) - by various Lipases.
The resolutions of the three alcohols were carried out by the enantioselect
ive alcoholysis or hydrolysis of their chloroacetates by lipase LIP. (C) 20
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