Unsaturated macrocyclic lactone synthesis via catalytic ring-closing metathesis 1
Abstract
Ring-closing metathesis (RCM) of the terminal diene esters 2a,b with the Ru catalyst 1 results in the formation of the 20-, 21-membered macrolactones 3a,b in high yields. RCM of the diene oleate esters 4a,b with 1 gives the 19-, 20-membered macrolactones 5a,b in good yields, while an analogous reaction of the diene β,γ-unsaturated ester 6a gives the 13-membered lactone 7a in low yield.