posted on 2003-07-25, 00:00authored byToshiro Harada, Emiko Kutsuwa
Treatment of allenic zinc reagents (R1R2CCC(R3)ZnL), generated by the reaction of propargyl
derivative (R1R2C(X)C⋮CH) with triorganozincates (R33ZnLi), under oxygen atmosphere in the
presence of ZnCl2 and chlorotrimethylsilane afforded propargyl hydroperoxides (R1R2C(OOH)C⋮CR3) regioselectively. In this reaction, the use of ZnCl2 and chlorotrimethylsilane as additives
is essential for the transformation of the initially generated allenic reagents to more reactive
chlorozinc species.