Studies toward the Total Synthesis of the Marine Macrolide Salarin C

A convergent strategy for the synthesis of dideoxysalarin C (3) as a potential intermediate for the total synthesis of the marine macrolide salarin C (1) is described. The macrolactone core of 3 was assembled by Suzuki coupling between alkyl iodide 9 and vinyl iodide 8 and Shiina macrolactonization as key transformations. All macrocyclic intermediates were found to be of low stability.