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Regioselective introduction and transformation of substituents at the C 1  carbon of  N - tert -butoxycarbonyl-5- syn - tert -butyldimethylsilyloxymethyl-2-azabicyclo[2.1.1]hexane ( 7 ) is described. These azabicycles are precursors to conformationally constrained β-amino acids with potential to form oligomers with definite secondary structures. Selected examples of these precursors are converted into their corresponding amino acid derivatives.

heterocyclic communications

C 1 -Substituted  N - tert -butoxycarbonyl-5- syn - tert -butyldimethylsilyloxymethyl-2-azabicyclo[2.1.1]hexanes as conformationally constrained β-amino acid precursors