Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 정낙신 | - |
dc.date.accessioned | 2018-05-02T08:15:43Z | - |
dc.date.available | 2018-05-02T08:15:43Z | - |
dc.date.issued | 2004 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.other | OAK-2155 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/242778 | - |
dc.description.abstract | Novel thioiso pyrimidine and purine nucleosides substituted with exocyclic methylene have been synthesized, starting from D-xylose. The glycosyl donor 14 was synthesized from D-xylose, using cyclization of dimesylate 10 with sodium sulfide as a key step. Cyclization proceeded in pure SN2 reaction without going through SN1 reaction in the presence of an allylic functional group at low reaction temperature (0 °C) in polar solvent (DMF), affording compound 12 as a major product. At higher temperatures, S N2′ product 11 was almost exclusively obtained as a major product. On the other hand, glycosylation of 14 with 6-chloropurine under Mitsunobu conditions afforded the desired SN2 product 26, while palladium-catalyzed glycosylation resulted in the sole formation of S N2′ product 34. | - |
dc.language | English | - |
dc.title | Asymmetric Synthesis of Novel Thioiso Dideoxynucleosides with Exocyclic Methylene as Potential Antiviral Agents | - |
dc.type | Article | - |
dc.relation.issue | 9 | - |
dc.relation.volume | 69 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.startpage | 3208 | - |
dc.relation.lastpage | 3211 | - |
dc.relation.journaltitle | Journal of Organic Chemistry | - |
dc.identifier.doi | 10.1021/jo035735b | - |
dc.identifier.wosid | WOS:000221268200042 | - |
dc.identifier.scopusid | 2-s2.0-2142708627 | - |
dc.author.google | Gunaga P. | - |
dc.author.google | Baba M. | - |
dc.author.google | Jeong L.S. | - |
dc.contributor.scopusid | 정낙신(16028528200) | - |
dc.date.modifydate | 20211210153610 | - |