Eskici M.Karanfil A.Özer M.S.Kabak Y.Durucasu İ.2025-04-102025-04-102018http://hdl.handle.net/20.500.14701/47609A practical and efficient asymmetric synthesis of (S)-dihydrokavain from known ethyl (S)-2-hydroxy-4-phenylbutanoate which is, in turn, readily available from l-malic acid as a cheap chiral pool material is described using regioselective ring-opening of the 1,2-cyclic sulfate with lithium-3,3,3-triethoxypropiolate and subsequent HgO/H2SO4-mediated lactonization as the key steps. Its opposite enantiomer (R)-dihydrokavain was also synthesized from d-malic acid using the same sequences of reactions for the purpose of optical purity determination. © 2018, © 2018 Taylor & Francis.Article10.1080/00397911.2018.1489057