One-step protecting-group-free synthesis of azepinomycin in water. Coggins, A. J., Tocher, D. A., & Powner, M. W. Organic and Biomolecular Chemistry, 13(11):3378–3381, 2015. doi abstract bibtex We report an efficient, atom economical general acid-base catalyzed one-step multi-gram synthesis of azepinomycin from commercially available compounds in water. We propose that the described pH-dependent Amadori rearrangement, which couples an amino-imidazole and simple sugar, is of importance as a potential step toward predisposed purine nucleotide synthesis at the origins of life.
@article{Coggins2015,
abstract = {We report an efficient, atom economical general acid-base catalyzed one-step multi-gram synthesis of azepinomycin from commercially available compounds in water. We propose that the described pH-dependent Amadori rearrangement, which couples an amino-imidazole and simple sugar, is of importance as a potential step toward predisposed purine nucleotide synthesis at the origins of life.},
author = {Coggins, Adam J. and Tocher, Derek A. and Powner, Matthew W.},
doi = {10.1039/c5ob00210a},
issn = {14770520},
journal = {Organic and Biomolecular Chemistry},
number = {11},
pages = {3378--3381},
pmid = {25658692},
title = {{One-step protecting-group-free synthesis of azepinomycin in water}},
volume = {13},
year = {2015}
}
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