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The lipase PS-C “Amano” II has been reported in the literature to be particularly enantioselective for the 1-phenyl-2-chloroethanol motif. The enzyme, along with the ruthenium catalyst, allows for rapid racemization of the chlorohydrin with a selective binding to the (S) isomer for the acetylation reaction. Here isopropenyl acetate is used as the acyl donor. The product is achieved in excellent yield (96%) and near-perfect enantiomeric excess (>99%).
Conclusion
With the number of asymmetric synthetic challenges increasing as new targets for pharmaceuticals and materials grow, methods development becomes critical.[19] Dynamic kinetic resolution is one solution to this ever growing demand, as one can take inexpensive racemic starting materials and come out
with products in high yield and stereoselectivity.[20] As the scope and application of this powerful concept increases, its utilization in the industrial and academic settings is likely to expand in the years to come.
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