Lithium (trimethylsilyl)diazomethane Chemische Eigenschaften,Einsatz,Produktion Methoden
Verwenden
When generated in
pentane/THF at 100°C, diazo(trimethylsilyl)methyllithium reacts
with ketones (three examples) and benzaldehyde to give the
unstable 1-diazo-1-trimethylsilyl-2-alkanols (eq 2).On gentle
warming, the diazo alcohols rapidly lose N2 to give trimethylsilyl
epoxides. Since such epoxides readily give aldehydes on treatment with acid, the method represents an overall homologation of a ketone
to the next higher aldehyde.
When diaryl ketones are used, diarylalkynes are formed in
good yield (eq 3).The reaction presumably proceeds via the
diazoalkene followed by aryl migration with loss of nitrogen.
synthetische
prepared in situ by lithiation of trimethylsilyldiazomethane
using n-butyllithium; prepared in situ by
lithiation of trimethylsilyldiazomethane (TMSCHN2) using
butyllithium, lithium diisopopylamide (LDA), or lithium
2,2,6,6-tetramethylpiperidide (LTMP). The lithium salt is
easily converted to the corresponding magnesium bromide salt
(eq 1).
Lithium (trimethylsilyl)diazomethane Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
