An efficient synthesis of the highly stereogenic centered C10–C18 fragment of iriomoteolide-3a
has been accomplished. Key steps include Sharpless asymmetric dihydroxylation and
epoxidation for generation of the desired stereocenters.
Key words
macrolide - total synthesis - iriomoteolide-3a -
ortho-Claisen rearrangement - Sharpless dihydroxylation