The total synthesis of swinholide A. Part 4: Synthesis of swinholide A and isoswinholide A from the protected monomeric seco acid, pre-swinholide A

Article abstract of DOI:10.1016/0040-4020(95)00549-N

Swinholide A and isoswinholide A were synthesized in 7 steps from the fully protected seco acid 4. Key steps include: (i) bimolecular acylation, 7 + 10 → 12, (ii) selective hydrolysis of the methyl ester, 16 → 17, and (iii) regioselective macrolactonisati