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

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

Source and publish data:

Tetrahedron p. 9467 - 9486 (1995)

Update date:2022-08-03

Topics: Retrosynthetic analysis Purification and characterization

Authors:

Paterson, Ian

Yeung, Kap-Sun

Ward, Richard A.

Smith, Julian D.

Cuimming, John G.

Lamboley, Serge

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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

Full text of DOI:10.1016/0040-4020(95)00549-N

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