Publication | Closed Access
Effect of β-Substituents on the Regioselectivity of the Diazomethane Ring Expansion of α-Methyl-α-methoxycyclobutanones to Cyclopentanones
26
Citations
11
References
1999
Year
Beta-benzyloxy Beta-substituentDiazomethane Ring ExpansionHeterocyclicBiochemistryNatural SciencesBeta-substituted Alpha-methyl-alpha-methoxycyclobutanonesOrganic ChemistryChemistryLess-substituted Alpha-carbonHeterocycle ChemistryPharmacologyDerivative (Chemistry)Synthetic Chemistry
The ring expansion of 22 differently beta-substituted alpha-methyl-alpha-methoxycyclobutanones by diazomethane was studied. Migration of the less-substituted alpha-carbon was favored with the single exception of a very sterically hindered beta-benzyloxy beta-substituent.
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