Ut. Strauss et al., Biocatalytic transformation of racemates into chiral building blocks in 100% chemical yield and 100% enantiomeric excess, TETRAHEDR-A, 10(1), 1999, pp. 107-117
Biocatalytic techniques, which lead to the highly efficient transformation
of a racemate into a single stereoisomeric product in (theoretically) 100%
chemical yield and 100% enantiomeric excess are reviewed and their specific
merits and limitations are discussed. The processes known so far can be cl
assified into the following categories: (i) A range of methods are based on
the improvement of classic kinetic resolution processes, for instance rera
cemization followed by repeated resolution, dynamic resolution and follow-u
p reactions, such as stereoinversion reactions. (ii) On the contrary, more
elegant solutions are derived by employing enantioconvergent processes, whi
ch are based on the transformation of each enantiomer through stereochemica
lly different pathways, which can be achieved by using combined chemo- and/
or biocatalysis. (iii) Finally, a novel type of process for the deracemizat
ion of compounds possessing a sec-alcohol and -amino group makes use of a c
yclic oxidation-reduction sequence, which is combined in a cyclic mode. (C)
1999 Elsevier Science Ltd. All rights reserved.