title: Stereocontrolled synthesis of C1-C17 fragment of narasin via a free radical-based approach.
abstract: An efficient synthesis of the C1-C17 western unit of narasin was achieved from (S)-Roche ester. Highlights in our synthesis include the successful exploitation of three stereoselective sequences of Lewis acid mediated reaction followed by free-radical-based hydrogen transfer.
authors.affiliation: Institut de recherches cliniques de Montréal, Bio-organic Chemistry Laboratory, 110 avenue des Pins Ouest, Montréal, Québec, Canada H2W 1R7.
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Brazeau
authors.forename: Audrey-Anne
authors.initials: AA
authors.lastname: Guilbault
authors.forename: Jummey
authors.initials: J
authors.lastname: Kochuparampil
authors.forename: Philippe
authors.initials: P
authors.lastname: Mochirian
authors.forename: Yvan
authors.initials: Y
authors.lastname: Guindon
mesh_terms: D005609:Free Radicals / Q000737:chemistry; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013304:Streptomyces aureofaciens / Q000737:chemistry
chemical_list: D005609:Free Radicals; D011714:Pyrans; C013612:narasin