ENANTIOSELECTIVE SYNTHESES OF (S)-3-HYDROXYPYRROLIDIN-2-ONE AND (R)-3-HYDROXYPYRROLIDIN-2-ONE VIA LACTATE-DEHYDROGENASE CATALYZED REDUCTIONS OF 4-BENZYLOXYCARBONYLAMINO-2-OXOBUTANOIC ACID
Jm. Bentley et al., ENANTIOSELECTIVE SYNTHESES OF (S)-3-HYDROXYPYRROLIDIN-2-ONE AND (R)-3-HYDROXYPYRROLIDIN-2-ONE VIA LACTATE-DEHYDROGENASE CATALYZED REDUCTIONS OF 4-BENZYLOXYCARBONYLAMINO-2-OXOBUTANOIC ACID, Journal of the Chemical Society, Chemical Communications, (2), 1995, pp. 231-232
The first examples of the BS- and SE-lactate dehydrogenase catalysed r
eductions of an alpha-keto acid incorporating a nitrogen containing fu
nction in the side chain are described: (S)- and (R)-benzyloxycarbonyl
amino-2-hydroxybutanoic acids were prepared in good yield and excellen
t enantioselectivities and were converted to the (S)- and (R)-3-hydrox
ypyrrolidin-2-ones respectively.