title: Organolithium-mediated diversification of peptide thiazoles.
abstract: [Reaction: see text] We report a one-step, racemization-free method for the diversification of peptide thiazoles via direct lithiation of the thiazole ring. The method is compatible with N-Boc, N-trityl, carboxylic ester, and carboxamide protecting groups and has been used to directly functionalize the thiazole ring of cyclopeptide natural products.
authors.affiliation: Department of Cellular and Molecular Pharmacology, University of California, San Francisco, 600 16th Street, San Francisco, California 94143, USA.
authors.forename: Shaojiang
authors.initials: S
authors.lastname: Deng
authors.forename: Jack
authors.initials: J
authors.lastname: Taunton
mesh_terms: D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry* / Q000378:metabolism; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism
chemical_list: D009942:Organometallic Compounds; D010455:Peptides; D013844:Thiazoles; D008094:Lithium