English

dc.contributor.authorEskici, M
dc.contributor.authorKaranfil, A
dc.contributor.authorÖzer, MS
dc.contributor.authorKabak, Y
dc.contributor.authorDurucasu, I
dc.date.accessioned2024-07-18T11:55:34Z
dc.date.available2024-07-18T11:55:34Z
dc.description.abstractTAYLOR & FRANCIS INC
dc.identifier.issn1532-2432
dc.identifier.urihttp://akademikarsiv.cbu.edu.tr:4000/handle/123456789/6493
dc.language.isoArticle
dc.publisher0039-7911
dc.subjectA 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.titleEnglish
dc.typeDIELS-ALDER REACTION
dc.typeONE-STEP SYNTHESIS
dc.typeENANTIOSELECTIVE SYNTHESIS
dc.typePRACTICAL SYNTHESIS
dc.typeTERMINAL ALKYNES
dc.typeCYCLIC SULFATES
dc.typeKAVA
dc.typeDIENE
dc.typeDIHYDROMETHYSTICIN
dc.type(R)-(+)-KAVAIN

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