English
dc.contributor.author | Eskici, M | |
dc.contributor.author | Karanfil, A | |
dc.contributor.author | Özer, MS | |
dc.contributor.author | Kabak, Y | |
dc.contributor.author | Durucasu, I | |
dc.date.accessioned | 2024-07-18T11:55:34Z | |
dc.date.available | 2024-07-18T11:55:34Z | |
dc.description.abstract | TAYLOR & FRANCIS INC | |
dc.identifier.issn | 1532-2432 | |
dc.identifier.uri | http://akademikarsiv.cbu.edu.tr:4000/handle/123456789/6493 | |
dc.language.iso | Article | |
dc.publisher | 0039-7911 | |
dc.subject | 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. [GRAPHICS] . | |
dc.title | English | |
dc.type | DIELS-ALDER REACTION | |
dc.type | ONE-STEP SYNTHESIS | |
dc.type | ENANTIOSELECTIVE SYNTHESIS | |
dc.type | PRACTICAL SYNTHESIS | |
dc.type | TERMINAL ALKYNES | |
dc.type | CYCLIC SULFATES | |
dc.type | KAVA | |
dc.type | DIENE | |
dc.type | DIHYDROMETHYSTICIN | |
dc.type | (R)-(+)-KAVAIN |