Abstract
Enzymes in organic solvents were used to develop a strategy for the formation of heretofore unknown chiral monosubstituted malonate diesters and half esters. This enzymatic approach is not feasible in aqueous solutions because the activated malonic hydrogen invariably undergoes fast exchange accompanied by racemization. Optically active monosubstituted half esters of malonic acid (1) would be useful as chiral synthons and substrates for mechanistic and kinetic studies on racemization, but their synthesis has not yet been reported
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