Synthesis of Achiral Esters

The use of milder base potassium 2,6-di-f-butoxide to alkylate ethylbromo-acetate in THE results in the drop of yield to 0%. This is reasoned owing to the slow protonolysis of the rearranged boron intermediate, so that it is capable of reacting competitively with freshly formed a-bromo carbanion. 

The problem is overcome by making 1-M solution of the organoborane in THE and then adding an equimolar quantity of 2,6-di-f-butylphenol, followed 

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