Enantioselective syntheses of bicyclic lactams based on iridium-catalyzed asymmetric allylic substitution and Heck cyclization

A sequence of reactions that include an iridium-catalyzed regio- and enantioselective allylic amination, the formation of an amide, a ruthenium-catalyzed ring-closing metathesis, and an intramolecular Heck reaction allows for the preparation of [3,3,1]- and [4,3,1]-bicyclic amides. The target compou...

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Hauptverfasser: Satyanarayana, Gedu (VerfasserIn) , Helmchen, Günter (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: February 12, 2014
In: European journal of organic chemistry
Year: 2014, Heft: 11, Pages: 2242-2252
ISSN:1099-0690
DOI:10.1002/ejoc.201301813
Online-Zugang:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201301813
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201301813
Volltext
Verfasserangaben:Gedu Satyanarayana and Günter Helmchen
Beschreibung
Zusammenfassung:A sequence of reactions that include an iridium-catalyzed regio- and enantioselective allylic amination, the formation of an amide, a ruthenium-catalyzed ring-closing metathesis, and an intramolecular Heck reaction allows for the preparation of [3,3,1]- and [4,3,1]-bicyclic amides. The target compounds have a nitrogen atom at the bridgehead, a nonplanar amide moiety, and a stereogenic center at the one-carbon bridge.
Beschreibung:Gesehen am 31.07.2020
Beschreibung:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.201301813