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Enzymatic assays were carried out in order to search of lipase for enantioselective hydrolysis of the compound 3a. Among tested catalysts, CAL-B has shown the highest activity (e.e. 78% for 3a); PSD-I and PSC-II furnished the ester with low e.e. (<10%). Although the product of hydrolysis is the carboxylic acid 4a-b, the efficiency of enzymatic assays was measured by e.e. values of compound 2a. We have also tested to perform the hydrolysis in organic solvents. Water-miscible and waterimmiscible solvents were employed; however, no improvement was detected, leading low e.e. values (10-43%) for 3a. The highest e.e. was obtained when a mixture water:dioxane (9:1) was used as solvent. Our protocol was extended to compounds 3b-f, which present longer chains / steric hindrance. Table 1 – Enzymatic hydrolysis of 3a-f. a

Search for an enzymatic approach to achieve the enantiomeric enrichment of b-borylated carboxylic esters