Abstract
| - Chiral α-aminoxy acids of various side chains were synthesized with high optical purity startingfrom chiral α-amino acids. The conformations of diamides 13a−e, 15, and 16 were probed by usingNMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handedturns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (calledthe N−O turns) were found to be preferred for d-aminoxy acid residues, and they were independentof the side chains. The rigid chiral N−O turns should have great potential in molecular design.
|