Enantiodivergent total synthesis of microcarpalide from l-tartaric acid

Stereoselective approach for the synthesis of both enantiomers of bio-active decanolactone microcarpalide is described from l-tartaric acid. The synthesis of the key intermediates en route to the natural product is achieved from l-tartaric acid involving the elaboration of γ-hydroxy amide derived from tartaric acid and ring opening of an epoxide derived from tartaric acid.