%0 Journal Article
%T A macrolactonization approach to the total synthesis of the antimicrobial cyclic depsipeptide LI-F04a and diastereoisomeric analogues
%A James R. Cochrane
%A Dong Hee Yoon
%A Christopher S. P. McErlean
%A Katrina A. Jolliffe
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.154
%X 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¨CNicolaou) 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.
%K antifungal
%K cyclic depsipeptide
%K epimerization
%K lipopeptide
%K macrolactonization
%K peptides
%U http://dx.doi.org/10.3762/bjoc.8.154