Journal article

Substituent Effects on the Regioselectivity of One-Carbon Ring Expansions of 7-Oxabicyclo[2.2.1]Heptan-2-One Derivatives with Diazomethane

Reactions of CH2N2 with 5-exo,6-exo-isopropylidenedioxy-7-oxabicyclo[2.2.1]heptan-2-one and 3-substituted derivatives have been studied. The regioselectivity of the one-carbon ring enlargement process depends on the nature of the substituent at C(3) and on its relative configuration.


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