Total Synthesis of (−)-Cinatrin C<sub>1</sub> Based on an In(OTf)<sub>3</sub>‑Catalyzed Conia-Ene Reaction

Abstract

The stereocontrolled total synthesis of (−)-cinatrin C<sub>1</sub>, a phospholipase A<sub>2</sub> inhibitor, has been accomplished. The key feature includes the stereoselective construction of the highly substituted tetrahydrofuran core by In­(OTf)<sub>3</sub>-catalyzed Conia–ene reaction of the oxygen-tethered acetylenic malonic ester followed by dihydroxylation with concomitant lactonization

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