1459213-50-3Relevant articles and documents
First chemoenzymatic synthesis of (R)- and (S)-1-(9H-fluoren-9-yl)ethanol
Borowiecki, Pawel,Balter, Sylwia,Justyniak, Iwona,Ochal, Zbigniew
, p. 1120 - 1126 (2013)
A simple chemoenzymatic synthesis of 1-(9H-fluoren-9-yl)ethanol stereoisomers is described. The enantiomers were resolved by a kinetically controlled transesterification with vinyl acetate in the presence of commercially available lipases. High-throughput screening and subsequent exhaustive investigation of the utility of the lipases in a stereoselective process of introducing chirality have been carried out. Lipase A from Candida antarctica as a cross-linked aggregate (CAL-A-CLEA) was the most efficient enzyme for the resolution of the title compound providing (S)-1-(9H-fluoren-9- yl)ethanol and its (R)-acetate in enantiopure form (>99% ee). Under mild reaction conditions, excellent enantioselectivity (E = 407), and good isolated yields of the products were obtained.