Abstract: a-Allyloxy-substituted a, b-unsaturated esters 1a-r have been prepared in 5 steps from commercially available starting materials. The key sequence of the synthesis is an aldol addition between an a-allyloxy-substituted ester 2a-i and an aldehyde R1CHO followed by mesylation and DBU mediated elimination to afford the 2-alkoxycarbonyl-substituted allyl vinyl ethers 1a-r. The E/Z ratio of the newly generated vinyl ether double bond is ...