Full metadata record
| DC Field | Value | Language |
|---|---|---|
| dc.contributor.author | Grossmann, Oleg | - |
| dc.contributor.author | Maji, Rajat | - |
| dc.contributor.author | Aukland, Miles H. | - |
| dc.contributor.author | Lee, Sunggi | - |
| dc.contributor.author | List, Benjamin | - |
| dc.date.accessioned | 2022-01-26T06:30:07Z | - |
| dc.date.available | 2022-01-26T06:30:07Z | - |
| dc.date.created | 2022-01-20 | - |
| dc.date.issued | 2022-02 | - |
| dc.identifier.issn | 1433-7851 | - |
| dc.identifier.uri | http://hdl.handle.net/20.500.11750/16166 | - |
| dc.description.abstract | Strong and confined imidodiphosphorimidate (IDPi) catalysts enable highly enantioselective substitutions of cyclic, aliphatic hemiaminal ethers with enol silanes. 2-Substituted pyrrolidines, piperidines, and azepanes are obtained with high enantioselectivities, and the method displays a broad tolerance of various enol silane nucleophiles. Several natural products can be accessed using this methodology. Mechanistic studies support the intermediacy of non-stabilized, cyclic N-(exo-acyl)iminium ions, paired with the confined chiral counteranion. Computational studies suggest transition states that explain the observed enantioselectivity. © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH | - |
| dc.language | English | - |
| dc.publisher | John Wiley & Sons Ltd. | - |
| dc.title | Catalytic Asymmetric Additions of Enol Silanes to In Situ Generated Cyclic, Aliphatic N-Acyliminium Ions | - |
| dc.type | Article | - |
| dc.identifier.doi | 10.1002/anie.202115036 | - |
| dc.identifier.wosid | 000741484200001 | - |
| dc.identifier.scopusid | 2-s2.0-85122709559 | - |
| dc.identifier.bibliographicCitation | Angewandte Chemie - International Edition, v.61, no.9 | - |
| dc.description.isOpenAccess | TRUE | - |
| dc.subject.keywordAuthor | Lewis acids | - |
| dc.subject.keywordAuthor | N-acyliminium ions | - |
| dc.subject.keywordAuthor | Mukaiyama-Mannich reaction | - |
| dc.subject.keywordAuthor | imidodiphosphorimidates | - |
| dc.subject.keywordAuthor | organocatalysis | - |
| dc.subject.keywordPlus | REISSERT-TYPE REACTION | - |
| dc.subject.keywordPlus | INTERMOLECULAR ADDITION | - |
| dc.subject.keywordPlus | GAS-PHASE | - |
| dc.subject.keywordPlus | CYCLIZATIONS | - |
| dc.subject.keywordPlus | ORGANOCATALYSIS | - |
| dc.subject.keywordPlus | HYDROXYLACTAMS | - |
| dc.subject.keywordPlus | ALDOLIZATIONS | - |
| dc.subject.keywordPlus | NUCLEOPHILES | - |
| dc.subject.keywordPlus | DIVERSITY | - |
| dc.subject.keywordPlus | CHEMISTRY | - |
| dc.citation.number | 9 | - |
| dc.citation.title | Angewandte Chemie - International Edition | - |
| dc.citation.volume | 61 | - |
| dc.description.journalRegisteredClass | scie | - |
| dc.description.journalRegisteredClass | scopus | - |
| dc.relation.journalResearchArea | Chemistry | - |
| dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
| dc.type.docType | Article | - |
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