Abstract
Treatment of allenic zinc reagents (R(1)R(2)C[double bond]C[double bond]C(R(3))ZnL), generated by the reaction of propargyl derivative (R(1)R(2)C(X)[triple bond](CH) with triorganozincates (R(3)(3)ZnLi), under oxygen atmosphere in the presence of ZnCl(2) and chlorotrimethylsilane afforded propargyl hydroperoxides (R(1)R(2)C(OOH)C[triple bond];CR(3)) regioselectively. In this reaction, the use of ZnCl(2) and chlorotrimethylsilane as additives is essential for the transformation of the initially generated allenic reagents to more reactive chlorozinc species.
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