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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Seehafer, Kai (VerfasserIn) , Malakar, Chandi Charan (VerfasserIn) , Bender, Markus (VerfasserIn) , Qu, Jianping (VerfasserIn) , Liang, Chen (VerfasserIn) , Helmchen, Günter (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 2016
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
Volltext
Verfasserangaben:Kai Seehafer, Chandi C. Malakar, Markus Bender, Jianping Qu, Chen Liang, and Günter Helmchen
Beschreibung
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.
Beschreibung:Version of record online: 10 December 2015
Gesehen am 27.05.2020
Beschreibung:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.201501333