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Intramolecular hydroamination of unactived olefins with Ti(NMe2)(4) as a precatalyst

TitleIntramolecular hydroamination of unactived olefins with Ti(NMe2)(4) as a precatalyst
Publication TypeJournal Article
Year of Publication2005
AuthorsBexrud, JA, Beard, JD, Leitch, DC, Schafer, LL
JournalOrganic Letters
Volume7
Pagination1959-1962
Date PublishedMay
Type of ArticleArticle
ISBN Number1523-7060
KeywordsALKENE HYDROAMINATION, ALKYNE, AMIDO COMPLEXES, ANTI-MARKOVNIKOV, CATALYZED INTERMOLECULAR HYDROAMINATION, GROUP-3 METALS, HYDROAMINATION, IMIDO COMPLEXES, REACTIVITY, TITANIUM, ZIRCONIUM
Abstract

[GRAPHICS] Commercially available Ti(NMe2)(4) has been used effectively as a precatalyst in a facile protocol for the intramolecular hydroamination of aminoalkenes to yield pyrrolidine and piperidine heterocyclic products with isolated yields up to 92%. Germinally substituted substrates display the highest reactivity. This precatalyst is also effective for the hydroamination of activated internal alkenes, providing access to more complex heterocyclic target molecules.

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