Toward the synthesis of tulearin C: stereoselective synthesis of the C1-C18 macrolactone core

The asymmetric and convergent synthesis of fully functionalized macrocyclic core of tulearin C is described. Sharpless asymmetric epoxidation, Gillman's reaction, olefin cross metathesis, α aminoxylation, and ring closing metathesis reactions are the key steps utilized in the synthesis of macrolactone.