R. Morrone et al., RESOLUTION OF RACEMIC 1-HYDROXYALKYLFERROCENES BY LIPASE-B FROM CANDIDA-ANTARCTICA, Gazzetta chimica italiana, 127(1), 1997, pp. 5-9
The resolution of 1-hydroxyethylferrocene, (+/-)-1, 1-hydroxypropylfer
rocene, (+/-)-2, and 1-hydroxy-2,2,2-trifluoroethylferrocene, (+/-)-4,
has been achieved through stereoselective irreversible transesterific
ation catalysed by immobilised Candida antarctica lipase in t-butyl me
thyl ether, resulting in the formation of the R esters possessing high
enantiomeric purity. No reaction occurred with 1-hydroxy-2-methylprop
ylferrocene, (+/-)-3, and 1-hydroxybenzylferrocene, (+/-)-5. The same
lipase catalysed efficiently the enantioselective alcoholysis of the a
cetates (+/-)-1a, (+/-)-2a and (+/-)-4a.