Answers are grounded in this paper and cite their sources.
The title carbenoids (7 and 8) prepared by the action of butyllithium on dihalocyclopropanes are smoothly methylated with methyl iodide. The product ratio of cis-methylated product (3)/trans-methylated one (4) (or endo-methylated product (5)/exo-methylated one (6) is found to depend on the aging period of the carbenoids; thermodynamic equilibration gives almost 3 or 5. This procedure has been extended to general alkylation by utilizing HMPA co-solvent. The resulting α-alkylated cyclopropyl halides are converted into allylic acetates or cyclopropyl acetates upon acetolysis and also into alkylidenecyclopropanes upon base treatment. The protonolysis of 8 gives trans- or exo-bromocyclopropanes stereoselectively.
No takes yet. Share an insight, caveat, or question.
Kitatani et al. (1977) studied this question.
Synapse has enriched 10 related papers. Consider them for comparative context: