Total synthesis of gonytolides C and G, lachnone C, and formal synthesis of blennolide C and diversonol?

Organic & Biomolecular Chemistry Pub Date: 2014-06-03 DOI: 10.1039/C4OB00950A

Abstract

The first stereoselective total synthesis of gonytolide C, which is a monomeric unit of an innate immune promoter gonytolide A, has been accomplished from the aldol reaction between acetophenone derived from orcinol and butyrolactone containing α-keto ester followed by the excellent diastereoselective intramolecular cyclization. The first total synthesis of gonytolide G has been achieved by the oxidation of benzylic methyl in gonytolide C. Additionally, total synthesis of lachnone C and a formal synthesis of blennolide C and diversonol have been achieved by this synthetic method.

Graphical abstract: Total synthesis of gonytolides C and G, lachnone C, and formal synthesis of blennolide C and diversonol
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