DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kwon, Hyo Young | ko |
dc.contributor.author | Park, Chul Min | ko |
dc.contributor.author | Lee, Sung Bae | ko |
dc.contributor.author | Youn, Joo-Hack | ko |
dc.contributor.author | Kang, SungHo | ko |
dc.date.accessioned | 2013-03-07T19:00:56Z | - |
dc.date.available | 2013-03-07T19:00:56Z | - |
dc.date.created | 2012-02-06 | - |
dc.date.created | 2012-02-06 | - |
dc.date.issued | 2008 | - |
dc.identifier.citation | CHEMISTRY-A EUROPEAN JOURNAL, v.14, no.3, pp.1023 - 1028 | - |
dc.identifier.issn | 0947-6539 | - |
dc.identifier.uri | http://hdl.handle.net/10203/91004 | - |
dc.description.abstract | The previously developed enantioselective iodocyclization of gamma-hydroxy-cis-alkenes required 30 mol % of (R,R)-salen-Co-11 complex as chiral catalyst and 0.75 equivalent of N-chlorosuccinimide (NCS) as activator to produce 2-substituted tetrahydrofurans with 61 to 90% ee. Due to the considerable loading amount of the Co-11 complex, another more effective catalyst was pursued by screening (R,R)-salen-transition metal complexes. When 10 mol % of the catalysts were applied with 0.5 equivalent of NCS, a higher level of stereoselectivity was attained with the corresponding (CrCl)-Cl-III (84 % ee), (MnCl)-Cl-11 (52% ee) and Co-11 complexes (66% ee). Refinement of the conditions established a novel catalytic enantioselective iodocyclization protocol using iodine in the presence of 7 mol % of (R,R)-salen-(CrCl)-Cl-III complex activated by 0.7 equivalent of NCS in toluene to induce 74 to 93 % ee. | - |
dc.language | English | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.subject | HYDROXY-CIS-ALKENES | - |
dc.subject | GAMMA-HYDROXYALKENES | - |
dc.subject | OLEFINS | - |
dc.subject | MERCURIOCYCLIZATION | - |
dc.subject | (-)-SWAINSONINE | - |
dc.subject | DERIVATIVES | - |
dc.subject | CYCLIZATION | - |
dc.subject | AMINOHYDROXYLATION | - |
dc.subject | EPOXIDATION | - |
dc.subject | OXIDATION | - |
dc.title | Asymmetric iodocyclization catalyzed by Salen-Cr-III Cl: Its synthetic application to swainsonine | - |
dc.type | Article | - |
dc.identifier.wosid | 000252643100026 | - |
dc.identifier.scopusid | 2-s2.0-38849097138 | - |
dc.type.rims | ART | - |
dc.citation.volume | 14 | - |
dc.citation.issue | 3 | - |
dc.citation.beginningpage | 1023 | - |
dc.citation.endingpage | 1028 | - |
dc.citation.publicationname | CHEMISTRY-A EUROPEAN JOURNAL | - |
dc.identifier.doi | 10.1002/chem.200701199 | - |
dc.contributor.localauthor | Kang, SungHo | - |
dc.contributor.nonIdAuthor | Youn, Joo-Hack | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | asymmetric catalysis | - |
dc.subject.keywordAuthor | cyclization | - |
dc.subject.keywordAuthor | enantioselectivity | - |
dc.subject.keywordAuthor | swainsonine | - |
dc.subject.keywordPlus | HYDROXY-CIS-ALKENES | - |
dc.subject.keywordPlus | GAMMA-HYDROXYALKENES | - |
dc.subject.keywordPlus | OLEFINS | - |
dc.subject.keywordPlus | MERCURIOCYCLIZATION | - |
dc.subject.keywordPlus | (-)-SWAINSONINE | - |
dc.subject.keywordPlus | DERIVATIVES | - |
dc.subject.keywordPlus | CYCLIZATION | - |
dc.subject.keywordPlus | AMINOHYDROXYLATION | - |
dc.subject.keywordPlus | EPOXIDATION | - |
dc.subject.keywordPlus | OXIDATION | - |
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