“…It is possible to obtain only monohomologated compounds using (chloromethyl)lithium or (bromomethyl)lithium generated in the presence of a boronic ester or using (dichloromethyl)lithium followed by in situ reduction with potassium triisopropoxyborohydride . Monohomologation is also obtained when halo(trialkylsilyl)methyllithium is reacted with an organoborane or a boronate . After removal of the trialkylsilyl moiety, a homologated boron compound is then obtained, which can be converted to the corresponding alcohol.…”
Alkylcatecholboranes obtained from alkenes were converted to the corresponding alkylmethanols by reaction with (trimethylsilyl)diazomethane followed by oxidation and treatment with fluoride.
“…It is possible to obtain only monohomologated compounds using (chloromethyl)lithium or (bromomethyl)lithium generated in the presence of a boronic ester or using (dichloromethyl)lithium followed by in situ reduction with potassium triisopropoxyborohydride . Monohomologation is also obtained when halo(trialkylsilyl)methyllithium is reacted with an organoborane or a boronate . After removal of the trialkylsilyl moiety, a homologated boron compound is then obtained, which can be converted to the corresponding alcohol.…”
Alkylcatecholboranes obtained from alkenes were converted to the corresponding alkylmethanols by reaction with (trimethylsilyl)diazomethane followed by oxidation and treatment with fluoride.
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