@article{6f82fe4cc2994553b2b601d81f5373ac,
title = "The synthesis of bicyclic lactam based His-Pro building blocks: The effect of substituent polarity on an intramolecular bond migration",
abstract = "A strategy for constructing bicyclic lactam amino acid building blocks with imidazole sidechains is reported. The synthetic route described utilizes an electrochemical amide oxidation to functionalize a proline derivative, and then a sequential cyclization-rearrangement strategy to construct a substituted six-membered ring lactam. Alternatively, the seven-membered ring lactams were obtained without rearrangement when electron withdrawing groups were present beta to the amide carbonyl.",
author = "Wenhua Chu and Moeller, {Kevin D.}",
note = "Funding Information: We thank the National Institutes of Health (R01 GM53240) for their generous support of this work. We also gratefully acknowledge the Washington University High Resolution NMR facility, partially supported by NIH grants RR02004, RR05018, and RR07155, and the Washington University Mass Spectrometry Resource Center, partially supported by NIHRR00954, for their assistance.",
year = "1999",
month = nov,
day = "5",
doi = "10.1016/S0040-4039(99)01652-4",
language = "English",
volume = "40",
pages = "7939--7943",
journal = "Tetrahedron Letters",
issn = "0040-4039",
number = "45",
}