
%0 Journal Article
%A Bulock, JD 
%A Clough, LE 
%T Sirodesmin Biosynthesis
%J Australian Journal of Chemistry
%D 1992/01/01
%V 45
%N 1
%P 39-45
%K 
%R https://doi.org/10.1071/CH9920039
%U https://www.publish.csiro.au/paper/CH9920039 
%X Using DL-[3,5-3H,U-14C]tyrosine it is shown that in the biosynthesis of sirodesmins all nine carbon atoms of tyrosine are incorporated into the rearranged structure. Using [13C21acetate it is confirmed that the biosynthesis proceeds by way of a type of Claisen rearrangement of an O-(3,3-dimethylallyl)tyrosine derivative, and the chirality of this rearrangement is established. The order and stereochemical implications of other steps in the biosynthesis are considered. 
