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Org Lett. 2005 May 12;7(10):1959-62.

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

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1
Department of Chemistry, University of British Columbia, Vancouver, Canada.

Abstract

Commercially available Ti(NMe(2))(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%. Geminally 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.

PMID:
15876029
DOI:
10.1021/ol0503992
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