Asymmetric synthesis of (S)-dihydrokavain from l-malic acid
| dc.contributor.author | Eskici M. | |
| dc.contributor.author | Karanfil A. | |
| dc.contributor.author | Özer M.S. | |
| dc.contributor.author | Kabak Y. | |
| dc.contributor.author | Durucasu İ. | |
| dc.date.accessioned | 2025-04-10T11:07:49Z | |
| dc.date.available | 2025-04-10T11:07:49Z | |
| dc.date.issued | 2018 | |
| dc.description.abstract | A 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. | |
| dc.identifier.DOI-ID | 10.1080/00397911.2018.1489057 | |
| dc.identifier.uri | http://hdl.handle.net/20.500.14701/47609 | |
| dc.publisher | Taylor and Francis Inc. | |
| dc.title | Asymmetric synthesis of (S)-dihydrokavain from l-malic acid | |
| dc.type | Article |