Ti(OiPr)4-mediated multicomponent reactions involving triple additions to isonitrile carbon atoms

Double addition of Grignard reagents to isonitriles was achieved in the presence of stoichiometric amounts of [Ti(OiPr)4]. Functionalized isonitrile components were obtained in situ via lithiation of chiral and achiral 2-oxazolines, and the resulting amidomethyltitanium intermediate further reacted...

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Hauptverfasser: Foschi, Francesco (VerfasserIn) , Roth, Torsten (VerfasserIn) , Wadepohl, Hubert (VerfasserIn) , Gade, Lutz H. (VerfasserIn)
Dokumenttyp: Article (Journal) Editorial
Sprache:Englisch
Veröffentlicht: September 27, 2016
In: Organic letters
Year: 2016, Jahrgang: 18, Heft: 19, Pages: 5182-5185
ISSN:1523-7052
DOI:10.1021/acs.orglett.6b02746
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.orglett.6b02746
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Verfasserangaben:Francesco Foschi, Torsten Roth, Hubert Wadepohl, and Lutz H. Gade
Beschreibung
Zusammenfassung:Double addition of Grignard reagents to isonitriles was achieved in the presence of stoichiometric amounts of [Ti(OiPr)4]. Functionalized isonitrile components were obtained in situ via lithiation of chiral and achiral 2-oxazolines, and the resulting amidomethyltitanium intermediate further reacted with a range of electrophiles. The established multicomponent procedure gave rise to highly substituted 2-aminomorpholines, acyclic diamino alcohols, and prenylated amino alcohols via straightforward synthetic protocols.
Beschreibung:Im Titel ist die Ziffer "4" tiefgestellt
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Beschreibung:Online Resource
ISSN:1523-7052
DOI:10.1021/acs.orglett.6b02746