75814-34-5Relevant academic research and scientific papers
Cyclopropylidene Insertion Reactions: 2-Methoxy-1,2-dimethylbicyclobutane
Hamon, David P. G.,Trenerry, Craige V.
, p. 809 - 821 (2007/10/02)
The syntheses of 1,1-dibromo-2-isopropyl-2-metoxy-3,3-dimethylcyclopropane (12), 1,1-dibromo-2-methoxy-2,3,3-trimethylcyclopropane (11), 1,1-dibromo-2-isopropyl-2-methoxycyclopropane (21), 1,1-dibromo-2-methoxy-3,3-dimethylcyclopropane (29) and 1,1-dichloro-2-methoxy-3,3-dimethylcyclopropane (30) are described.The compounds (12), (21) and (29) give rise to alkoxy allenes on treatment with metyllithium in ether.The major product of the reaction of methyllithium with the dibromide (11) is 2-methoxy-1,2-dimethylbicyclobutane (26).This is the first example of this class of compound.Treatment of the compound (30) with methyllithium in the presence of hexamethylphosphoramide gave the homologous allene, 2-methoxy-4-methylpenta-2,3-diene (25).
