The general approach will be as follows: 1) preparation of the prochiral intermediates of malonic acid by using tert-Butylchloromethylsulfide 2) Using esterase to perform a desymmetrization of the prochiral intermediates 3) Analysis of the resulting chiral half ester intermediates 4)Formation of different amino acids from that half ester by using different common organic synthetic pathway.
This synthetic path uses derivitized prochiral malonate diesters on which a desymmetrization enzyme (i.
This synthetic path uses derivatized prochiral
malonate diesters (Diethyl-2-[(benzyloxy)methyl]-2-methyl malonate), on which a desymmetrization enzyme (i.
This includes both the regio- and stereo- specific labeling of chiral compounds as well as the differentiation of prochiral
centers with deuterium or carbon-13.
Further, the prochiral
nature of glycerol means that such building blocks also can be prepared in optically pure form and used in the synthesis of numerous biologically important natural and non-natural products.
Finally, the stereochemical control of the prochiral
reductions increased from 6.
In this report, we extend this idea that the microenvironment of a polymer or dendrimer may be manipulated to prepare reagents capable of reducing prochiral
ketones to secondary alcohols with moderate to high stereoselectivities.
Metallocenes have been designed that enchain prochiral
monomers like propylene in atactic, isotactic, syndiotactic and hemi-isotactic orientations.
Asymmetric oxidation of prochiral
and racemic ketones using chiral catalysts has been almost neglected by researchers.
Monsanto's selective asymmetric hydrogenation of a prochiral
olefin to yield L-Dopa, a drug used in the treatment of Parkinson's disease, was the first commercial process to use such a chiral homogeneous catalyst, based on Rh.
This novel, versatile catalyst can resolve with high selectivity and yield both natural and unnatural amino acids, prochiral
diesters, meso-diesters, amines and alcohols.
This industrial scale use of enzymes in synthesis involves the esterase hydrolysis of a prochiral
diester to provide a single enantiomer acid ester in high chemical (|is greater than~ 90%) and enantiomer (|is greater than~ 99%) yield.