title: A macrolactonization approach to the total synthesis of the antimicrobial cyclic depsipeptide LI-F04a and diastereoisomeric analogues.
abstract: The cyclic peptide core of the antifungal and antibiotic cyclic depsipeptide LI-F04a was synthesised by using a modified Yamaguchi macrolactonization approach. Alternative methods of macrolactonization (e.g., Corey-Nicolaou) resulted in significant epimerization of the C-terminal amino acid during the cyclization reaction. The D-stereochemistry of the alanine residue in the naturally occurring cyclic peptide may be required for the antifungal activity of this natural product.
authors.affiliation: School of Chemistry, The University of Sydney, 2006, NSW, Australia; Tel: +61-2-93512297;
authors.forename: James R
authors.initials: JR
authors.lastname: Cochrane
authors.forename: Dong Hee
authors.initials: DH
authors.lastname: Yoon
authors.forename: Christopher S P
authors.initials: CS
authors.lastname: McErlean
authors.forename: Katrina A
authors.initials: KA
authors.lastname: Jolliffe