A Late-Stage Synthetic Approach to Lanthionine-Containing Peptides via S-Alkylation on Cyclic Sulfamidates Promoted by Molecular Sieves.

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ID: 589
2018
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Abstract
A one-pot, high-yield procedure for synthesizing lanthionine-containing peptides was developed. It relies on the S-alkylation of cysteine-containing peptides with chiral cyclic sulfamidates. The key feature of this approach is the use of mild reaction conditions (only activated molecular sieves are employed as the catalyst), leading to good chemoselectivity and excellent stereochemical control. The potential of the new methodology has been investigated by synthesizing the thioether ring of a natural lantibiotic, Haloduracin β.
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de luca2018a Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors De Luca, Stefania;Digilio, Giuseppe;Verdoliva, Valentina;Saviano, Michele;Menchise, Valeria;Tovillas, Pablo;Jiménez-Osés, Gonzalo;Peregrina, Jesus M;
Journal Organic letters
Year 2018
DOI
10.1021/acs.orglett.8b03254
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