A convergent total synthesis of achaetolide is described. The
key steps include a Horner-Wadsworth-Emmons olefination, CBS
reduction to install the stereochemistry at the C9 center, stereoselective
vinylation to introduce the chiral center at C6, and finally a
ring-closing metathesis (RCM) reaction to construct the ten-membered
lactone of the molecule.
macrocycles - metathesis - stereoselective
synthesis - reduction - olefination