Iridium-catalyzed asymmetric allylic substitutions with bulky amines/oxidative double bond cleavage: entry into the Reetz synthesis of amino alcohols
Branched allylic amines were prepared by Ir-catalyzed enantioselective allylic aminations with the bulky N-nucleophiles HN(Boc)2 and HNBn2. The products were transformed into N-protected amino aldehydes, which were either reduced or coupled diastereoselectively with organometallic compounds to give...
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| Hauptverfasser: | , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2016
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| In: |
European journal of organic chemistry
Year: 2015, Heft: 3, Pages: 493-501 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201501333 |
| Online-Zugang: | Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201501333 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201501333 |
| Verfasserangaben: | Kai Seehafer, Chandi C. Malakar, Markus Bender, Jianping Qu, Chen Liang, and Günter Helmchen |
| Zusammenfassung: | Branched allylic amines were prepared by Ir-catalyzed enantioselective allylic aminations with the bulky N-nucleophiles HN(Boc)2 and HNBn2. The products were transformed into N-protected amino aldehydes, which were either reduced or coupled diastereoselectively with organometallic compounds to give vicinal amino alcohols. A formal synthesis of the neurokinin receptor antagonist (+)-L-733060 was carried out as an application. |
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| Beschreibung: | Version of record online: 10 December 2015 Gesehen am 27.05.2020 |
| Beschreibung: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201501333 |