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DC Field | Value | Language |
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dc.citation.endPage | 10829 | - |
dc.citation.number | 36 | - |
dc.citation.startPage | 10825 | - |
dc.citation.title | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | - |
dc.citation.volume | 55 | - |
dc.contributor.author | Bae, Han Yong | - |
dc.contributor.author | Kim, Mun Jong | - |
dc.contributor.author | Sim, Jae Hun | - |
dc.contributor.author | Song, Choong Eui | - |
dc.date.accessioned | 2023-12-21T23:16:17Z | - |
dc.date.available | 2023-12-21T23:16:17Z | - |
dc.date.created | 2019-02-11 | - |
dc.date.issued | 2016-08 | - |
dc.description.abstract | In this study, dithiomalonates (DTMs) were demonstrated to be exceptionally efficient Mannich donors in terms of reactivity and stereoselectivity in cinchona-based-squaramide-catalyzed enantioselective Mannich reactions of diverse imines or -amidosulfones as imine surrogates. Owing to the superior reactivity of DTMs as compared to conventional malonates, the catalyst loading could be reduced to 0.1mol% without the erosion of enantioselectivity (up to 99%ee). Furthermore, by the use of a DTM, even some highly challenging primary alkyl -amidosulfones were smoothly converted into the desired adducts with excellent enantioselectivity (up to 97%ee), whereas the use of a malonate or monothiomalonate resulted in no reaction under identical conditions. The synthetic utility of the chiral Mannich adducts obtained from primary alkyl substrates was highlighted by the organocatalytic, coupling-reagent-free synthesis of the antidiabetic drug (-)-(R)-sitagliptin. | - |
dc.identifier.bibliographicCitation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.55, no.36, pp.10825 - 10829 | - |
dc.identifier.doi | 10.1002/anie.201605167 | - |
dc.identifier.issn | 1433-7851 | - |
dc.identifier.scopusid | 2-s2.0-84983490068 | - |
dc.identifier.uri | https://scholarworks.unist.ac.kr/handle/201301/25870 | - |
dc.identifier.url | https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201605167 | - |
dc.identifier.wosid | 000383473600055 | - |
dc.language | 영어 | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Direct Catalytic Asymmetric Mannich Reaction with Dithiomalonates as Excellent Mannich Donors: Organocatalytic Synthesis of (R)-Sitagliptin | - |
dc.type | Article | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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