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Highly regioselective hydrolysis of diacetate of (E)-2-substituted-2-butene-1,4-diol has been demonstrated. Lipase AL (Meito) was chosen from among commercial enzymes as the one most able to preferentially hydrolyze the acetyl group at 1-position giving monoacetate.
Carbon radicals from allyl o-trimethylsilyl-α-bromo-α,α-difluoroacetals can cyclize onto olefines regiospecifically to give γ-lactols in good yield. These lactols have been converted to the corresponding α,α-difluoro-γ-lactones. The first synthesis of three new α,α-difluoro-γ-lactones has been accomplished.
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