dc.contributor.author |
Durucasu, Inci |
|
dc.contributor.author |
Eskici, Mustafa |
|
dc.contributor.author |
Kabak, Yalcin |
|
dc.contributor.author |
Karanfil, Abdullah |
|
dc.contributor.author |
Ozer, M. Sabih |
|
dc.date.accessioned |
2022-08-17T07:09:54Z |
|
dc.date.available |
2022-08-17T07:09:54Z |
|
dc.date.issued |
2018 |
|
dc.identifier.uri |
http://doi.org/10.1080/00397911.2018.1489057 |
|
dc.identifier.uri |
http://earsiv.odu.edu.tr:8080/xmlui/handle/11489/2698 |
|
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. |
en_US |
dc.language.iso |
eng |
en_US |
dc.publisher |
TAYLOR & FRANCIS INC, 530 WALNUT STREET, STE 850, PHILADELPHIA, PA 19106 USA |
en_US |
dc.relation.isversionof |
10.1080/00397911.2018.1489057 |
en_US |
dc.rights |
info:eu-repo/semantics/openAccess |
en_US |
dc.subject |
1; 2-Cyclic sulfates; dihydrokavain; lactonization; triethylorthopropiolate |
en_US |
dc.title |
Asymmetric synthesis of (S)-dihydrokavain from l-malic acid |
en_US |
dc.type |
article |
en_US |
dc.relation.journal |
SYNTHETIC COMMUNICATIONS |
en_US |
dc.contributor.department |
Ordu Üniversitesi |
en_US |
dc.contributor.authorID |
0000-0003-2948-4216 |
en_US |
dc.identifier.volume |
48 |
en_US |
dc.identifier.issue |
18 |
en_US |
dc.identifier.startpage |
2382 |
en_US |
dc.identifier.endpage |
2390 |
en_US |