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Article Dans Une Revue Chemical Communications Année : 2014

Diastereoselectivity in prebiotically relevant 5(4H)-oxazolone-mediated peptide couplings

Résumé

A stereochemical study of a potentially prebiotic peptide-forming reaction was carried out as the first part of a systems chemistry investigation of potential paths for symmetry breaking. Substantial diastereomeric excesses result from a fast epimerization of the 5(4H)-oxazolone intermediate in aqueous solution.
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Dates et versions

hal-01930550 , version 1 (22-11-2018)

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Damien Beaufils, Grégoire Danger, Laurent Boiteau, Jean-Christophe Rossi, Robert Pascal. Diastereoselectivity in prebiotically relevant 5(4H)-oxazolone-mediated peptide couplings. Chemical Communications, 2014, 50 (23), pp.3100-3102. ⟨10.1039/c3cc49580a⟩. ⟨hal-01930550⟩
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