Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 조천규 | - |
dc.date.accessioned | 2017-10-17T01:36:39Z | - |
dc.date.available | 2017-10-17T01:36:39Z | - |
dc.date.issued | 2015-12 | - |
dc.identifier.citation | ASIAN JOURNAL OF ORGANIC CHEMISTRY, v. 4, NO 12, Page. 1399-1409 | en_US |
dc.identifier.issn | 2193-5807 | - |
dc.identifier.issn | 2193-5815 | - |
dc.identifier.uri | http://onlinelibrary.wiley.com/doi/10.1002/ajoc.201500285/abstract;jsessionid=343B8354E2D0E0F738CD0C873362706C.f03t01 | - |
dc.identifier.uri | http://hdl.handle.net/20.500.11754/30052 | - |
dc.description.abstract | In this study, two possible regiochemical pathways of aziridine ring opening, termed "regiochemistry-directed branches for 2-substituted aziridines" are described, providing easy access to two classes of compound from a common synthetic intermediate. Application of this synthetic strategy, with stereoselective dihydroxylation and reductive amination as the key steps, allowed the asymmetric synthesis of natural and unnatural polyhydroxylated alkaloids including the calyculin fragment C-33-C-37, 1,4-dideoxy-1,4-imino-l-ribitol and analogues of hyacinthacine, swainsonine, castanospermine, and deoxynojirimycin. The initial domino reactions consisted of aziridine ring opening and debenzylation, and reductive double annulations were established for the preparation of bicyclic pyrrolizidine and indolizidine-represented by 8-deoxyhyacinthacine and (3R)-methyl- 8-deoxyswainsonine-with remarkable stereoselectivity and in high yield. | en_US |
dc.description.sponsorship | This study was supported by the National Foundation of Korea (NRF) grant funded by the Korean government 2014R1A5A1011165 and 2014-011165 with the Centre for New Directions in Organic Synthesis. | en_US |
dc.language.iso | en | en_US |
dc.publisher | WILEY-V C H VERLAG GMBH | en_US |
dc.subject | alkaloids | en_US |
dc.subject | asymmetric synthesis | en_US |
dc.subject | aziridines | en_US |
dc.subject | polyhydroxylated compounds | en_US |
dc.subject | regiochemistry | en_US |
dc.title | Regiochemistry-Directed Syntheses of Polyhydroxylated Alkaloids from Chiral Aziridines | en_US |
dc.type | Article | en_US |
dc.relation.no | 12 | - |
dc.relation.volume | 4 | - |
dc.identifier.doi | 10.1002/ajoc.201500285 | - |
dc.relation.page | 1399-1409 | - |
dc.relation.journal | ASIAN JOURNAL OF ORGANIC CHEMISTRY | - |
dc.contributor.googleauthor | Eum, Heesung | - |
dc.contributor.googleauthor | Choi, Jihye | - |
dc.contributor.googleauthor | Cho, Cheon-Gyu | - |
dc.contributor.googleauthor | Ha, Hyun-Joon | - |
dc.relation.code | 2015013744 | - |
dc.sector.campus | S | - |
dc.sector.daehak | COLLEGE OF NATURAL SCIENCES[S] | - |
dc.sector.department | DEPARTMENT OF CHEMISTRY | - |
dc.identifier.pid | ccho | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.