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

• Verfasst von: Foschi, Francesco [VerfasserIn]
• Verfasst von: Roth, Torsten [VerfasserIn]
• Verfasst von: Wadepohl, Hubert [VerfasserIn]
• Verfasst von: Gade, Lutz H. [VerfasserIn]
• Titel: Ti(OiPr)4-mediated multicomponent reactions involving triple additions to isonitrile carbon atoms
• Verf.angabe: Francesco Foschi, Torsten Roth, Hubert Wadepohl, and Lutz H. Gade
• E-Jahr: 2016
• Jahr: September 27, 2016
• Umfang: 4 S.
• Fussnoten: Im Titel ist die Ziffer "4" tiefgestellt ; Gesehen am 19.06.2020
• Titel Quelle: Enthalten in: Organic letters
• Ort Quelle: Washington, DC : ACS, 1999
• Jahr Quelle: 2016
• Band/Heft Quelle: 18(2016), 19, Seite 5182-5185
• ISSN Quelle: 1523-7052
• DOI: doi:10.1021/acs.orglett.6b02746
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1701101122

Abstract

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.