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The stereoselective synthesis of cis and trans 2-methyl-1-phenyl-3-azabicyclo[3.1.0]hexanes and 1,2-diphenyl-3-azabicyclo[3.1.0]hexanes from 2-oxo-1-phenyl-3-azabicyclo[3.1.0]hexane is described. The relative stereochemistry of the products was established by nuclear magnetic resonance and molecular modeling studies

The reaction of a number of γ-butyrolactones with azole anions is shown to give γ-substituted butanoic acids in moderate to good yields. The pyrrolyl and indolylbutanoic acids obtained underwent cyclization in a simple one-pot procedure employing ethyl chloroformate and boron trifluoride etherate. Some aspects of the chemistry of the resulting indolizin-8-ones are described.