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Cyclic homologated amino acids are important building blocks for the construction of helical foldamers. N‐aminoazetidine‐2‐carboxylic acid (AAzC), an aza analogue of trans‐2‐aminocyclobutanecarboxylic acid (tACBC), displays a strong hydrazino turn conformational feature, which is proposed to act as an 8‐helix primer. tACBC oligomers bearing a single N‐terminal AAzC residue were studied to evaluate...
Peptide formation on the N-terminal of 1-aminoazetidine-2-carboxylic acid is rendered problematic due to a ring opening reaction. However C-terminal development is possible and two diastereomeric mixed hydrazino dipeptides were prepared. Solution-state studies of these compounds suggest the presence of intramolecular hydrogen bonding, consistent with a hydrazino turn, and the crystal structure of...
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