Tetrahedron Asymmetry p. 1869 - 1878 (1993)
Update date:2022-08-28
Topics:
Berglund
Holmquist
Hedenstrom
Hult
Hogberg
Enantiomerically pure (R)-2-methyldecanoic acid and (S)-2-methyl-1-decanol were prepared in a multi gram scale by esterification reactions catalysed by lipase from Candida rugosa. The enantiomeric ratios (E-values) were determined as a function of the chain length of the alcohol used as the complementary substrate in cyclohexane. In the resolution of 2-methyldecanoic acid the highest value (E = 37 ± 5) was obtained, when either 2-hexanol, 1-heptanol or 1-octanol were used. In contrast, when resolving 2-methyloctanoic acid, the E-values increased continually with increasing chain length of the alcohol used. 1-Hexadecanol gave the highest value: E > 100. The E-values were determined from the enantiomeric excess (ee) of the product at a conversion below 0.4. After two consecutive esterification reactions enantiomerically pure (R)-2-methyldecanoic acid, >99.8% ee, and after subsequent reduction of the ester produced, (S)-2-methyl-1-decanol, 96.7% ee, were obtained.
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Doi:10.1107/S0108270199007520
(1999)Doi:10.1021/op0602472
(2007)Doi:10.1021/acs.organomet.6b00841
(2017)Doi:10.1002/aoc.4422
(2018)Doi:10.1039/c6cc04030f
(2016)Doi:10.1016/0022-4596(83)90115-9
(1983)