Synthesis of the C1-C12 fragment of the tedanolides. Selective hydroboration-protonation of allylic alcohol approach

The combination of highly stereoselective vinyllithium addition and hydroboration-protonation of the resulting allylic alcohol permits the preparation of the completely protected C1-C12 fragment 2 of the novel macrocyclic cytotoxic agent tedanolide 1.

Graphical abstractA highly stereoselective vinyllithium addition and hydroboration-protonation of the resulting allylic alcohol permits the preparation of the completely protected C1-C12 fragment 2 of the novel macrocyclic cytotoxic agent tedanolide 1.Download full-size image