| dc.creator |
Gumrukcu, Yasemin |
|
| dc.creator |
Sezer, Serdar |
|
| dc.creator |
Bakirci, Irem |
|
| dc.creator |
Unver, M. Yagiz |
|
| dc.creator |
TANYELİ, CİHANGİR |
|
| dc.date |
2012-05-14T21:00:00Z |
|
| dc.date.accessioned |
2020-10-06T10:31:07Z |
|
| dc.date.available |
2020-10-06T10:31:07Z |
|
| dc.identifier |
6a53c13e-60e8-4c09-871d-df00f3b6c330 |
|
| dc.identifier |
10.1016/j.tetasy.2012.04.016 |
|
| dc.identifier |
https://avesis.sdu.edu.tr/publication/details/6a53c13e-60e8-4c09-871d-df00f3b6c330/oai |
|
| dc.identifier.uri |
http://acikerisim.sdu.edu.tr/xmlui/handle/123456789/62537 |
|
| dc.description |
The intramolecular Pauson-Khand and ring closing metathesis (RCM) reactions of nitrogen containing chiral enynes and dienes are described. The enyne and diene systems comprised of N-propargylated and N-allylated units are constructed on chiral homoallylic or homopropargylic alcohol backbones, respectively, via S(N)2 and/or modified Mitsunobu reactions. The racemic homoallylic and homopropargylic alcohol derivatives were successfully resolved in high ee (93-99%) by applying chemoenzymatic methods using various lipases such as PS-C II, Lipozyme, and CAL-B. Each enantiomerically enriched enyne afforded the most conformationally stable diastereomeric cyclopenta[c]pyridine ring system as the sole product, whereas enantiomerically enriched dienes gave tetrahydropyridine derivatives as a result of intramolecular Pauson-Khand and RCM reactions, respectively. (C) 2012 Elsevier Ltd. All rights reserved. |
|
| dc.language |
eng |
|
| dc.rights |
info:eu-repo/semantics/closedAccess |
|
| dc.title |
Stereoselective synthesis of optically active cyclopenta[c]pyridines and tetrahydropyridines |
|
| dc.type |
info:eu-repo/semantics/article |
|