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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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Bibliographic Details
Main Authors: Seehafer, Kai (Author) , Malakar, Chandi Charan (Author) , Bender, Markus (Author) , Qu, Jianping (Author) , Liang, Chen (Author) , Helmchen, Günter (Author)
Format: Article (Journal)
Language:English
Published: 2016
In: European journal of organic chemistry
Year: 2015, Issue: 3, Pages: 493-501
ISSN:1099-0690
DOI:10.1002/ejoc.201501333
Online Access: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
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Author Notes:Kai Seehafer, Chandi C. Malakar, Markus Bender, Jianping Qu, Chen Liang, and Günter Helmchen
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Summary: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.
Item Description:Version of record online: 10 December 2015
Gesehen am 27.05.2020
Physical Description:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.201501333

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