Literature DB >> 15876029

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

Jason A Bexrud1, J David Beard, David C Leitch, Laurel L Schafer.   

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.

Entities:  

Year:  2005        PMID: 15876029     DOI: 10.1021/ol0503992

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Quantifying ligand effects in high-oxidation-state metal catalysis.

Authors:  Brennan S Billow; Tanner J McDaniel; Aaron L Odom
Journal:  Nat Chem       Date:  2017-08-07       Impact factor: 24.427

2.  A stereocontrolled synthesis of (±)-xenovenine via a scandium(III)-catalyzed internal aminodiene bicyclization terminated by a 2-(5-ethyl-2-thienyl)ethenyl group.

Authors:  Tao Jiang; Tom Livinghouse
Journal:  Org Lett       Date:  2010-10-01       Impact factor: 6.005

3.  Intramolecular hydroamination of unbiased and functionalized primary aminoalkenes catalyzed by a rhodium aminophosphine complex.

Authors:  Lisa D Julian; John F Hartwig
Journal:  J Am Chem Soc       Date:  2010-10-06       Impact factor: 15.419

Review 4.  Indenylmetal Catalysis in Organic Synthesis.

Authors:  Barry M Trost; Michael C Ryan
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-27       Impact factor: 15.336

5.  Zirconium Bis(Amido) Catalysts for Asymmetric Intramolecular Alkene Hydroamination.

Authors:  Donald A Watson; Melanie Chiu; Robert G Bergman
Journal:  Organometallics       Date:  2006-09-25       Impact factor: 3.876

6.  Anti-addition mechanism in the intramolecular hydroalkoxylation of alkenes catalyzed by PVP-stabilized nanogold.

Authors:  Hiroaki Kitahara; Hidehiro Sakurai
Journal:  Molecules       Date:  2012-03-02       Impact factor: 4.411

  6 in total

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