Total Synthesis of Sekothrixide Strategically Utilizing Regioselective Coupling of TMS-Protected Epoxy sec-Alcohol with Gilman Reagent.

A new efficient synthesis of sekothrixide was established on the basis of our developed regioselective coupling of epoxy sec-alcohol with Gilman reagent guided by a TMS group. The new synthetic route allowed an overall yield of 6.3% (26 steps) from optically active 3-silyloxy-2-methylaldehyde.