Literature DB >> 19379007

Cu(I)-catalyzed intramolecular hydroamination of unactivated alkenes bearing a primary or secondary amino group in alcoholic solvents.

Hirohisa Ohmiya1, Toshimitsu Moriya, Masaya Sawamura.   

Abstract

The Cu-Xantphos system [Cu(O-t-Bu)-Xantphos, 10-15 mol %] catalyzes the intramolecular hydroamination of unactivated terminal alkenes bearing an unprotected aminoalkyl substituent in alcoholic solvents, giving pyrrolidine and piperidine derivatives in excellent yields. This system is applicable to both primary and secondary amines and tolerates a variety of functional groups.

Entities:  

Year:  2009        PMID: 19379007     DOI: 10.1021/ol9007712

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


  7 in total

1.  Catalytic intermolecular hydroamination of vinyl ethers.

Authors:  Nirmal K Pahadi; Jon A Tunge
Journal:  Synlett       Date:  2009-12-01       Impact factor: 2.454

2.  Gold(I)-Catalyzed Intramolecular Hydroamination of N-Allylic,N'-Aryl Ureas to form Imidazolidin-2-ones.

Authors:  Hao Li; Feijie Song; Ross A Widenhoefer
Journal:  Adv Synth Catal       Date:  2011-04-18       Impact factor: 5.837

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

4.  Chiral Indoline Synthesis Via Enantioselective Intramolecular Copper-Catalyzed Alkene Hydroamination.

Authors:  Benjamin W Turnpenny; Kiante L Hyman; Sherry R Chemler
Journal:  Organometallics       Date:  2012-08-27       Impact factor: 3.876

5.  Anti-Markovnikov hydroamination of alkenes catalyzed by an organic photoredox system.

Authors:  Tien M Nguyen; David A Nicewicz
Journal:  J Am Chem Soc       Date:  2013-06-19       Impact factor: 15.419

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

Review 7.  First-Row Late Transition Metals for Catalytic Alkene Hydrofunctionalisation: Recent Advances in C-N, C-O and C-P Bond Formation.

Authors:  Sophie Bezzenine-Lafollée; Richard Gil; Damien Prim; Jérôme Hannedouche
Journal:  Molecules       Date:  2017-11-04       Impact factor: 4.411

  7 in total

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