Literature DB >> 16568997

Room temperature palladium-catalyzed intramolecular hydroamination of unactivated alkenes.

Forrest E Michael1, Brian M Cochran.   

Abstract

A mild and facile Pd-catalyzed intramolecular hydroamination of unactivated alkenes is described. This reaction takes place at room temperature and is tolerant of synthetically useful acid-sensitive functional groups. The formation of hydroamination products rather than oxidative amination products is due to the use of a tridentate ligand on Pd which effectively inhibits beta-hydride elimination.

Entities:  

Year:  2006        PMID： 16568997     DOI： 10.1021/ja060126h

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  21 in total

1.  Synthetic and Computational Studies on the Rhodium-Catalyzed Hydroamination of Aminoalkenes.

Authors:  Alexandra E Strom; David Balcells; John F Hartwig
Journal:  ACS Catal       Date:  2016-07-13       Impact factor: 13.084

2.  Mild, rhodium-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines.

Authors:  Zhijian Liu; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-01-10       Impact factor: 15.419

3.  Homogeneous catalytic hydroamination of alkynes and allenes with ammonia.

Authors:  Vincent Lavallo; Guido D Frey; Bruno Donnadieu; Michele Soleilhavoup; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Carbonium vs. carbenium ion-like transition state geometries for carbocation cyclization - how strain associated with bridging affects 5-exo vs. 6-endo selectivity.

Authors:  Osvaldo Gutierrez; Jason G Harrison; Ryan J Felix; Fernando Cortés Guzman; Michel R Gagné; Dean J Tantillo
Journal:  Chem Sci       Date:  2013-10       Impact factor: 9.825

5.  Seebach's conjunctive reagent enables double cyclizations.

Authors:  Brent D Chandler; Jason T Roland; Yukai Li; Erik J Sorensen
Journal:  Org Lett       Date:  2010-06-18       Impact factor: 6.005

6.  Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes.

Authors:  Sherry R Chemler; Shuklendu D Karyakarte; Zainab M Khoder
Journal:  J Org Chem       Date:  2017-09-29       Impact factor: 4.354

7.  Alkylgold complexes by the intramolecular aminoauration of unactivated alkenes.

Authors:  Rebecca L Lalonde; William E Brenzovich; Diego Benitez; Ekaterina Tkatchouk; Kotaro Kelley; William A Goddard; F Dean Toste
Journal:  Chem Sci       Date:  2010-08-01       Impact factor: 9.825

8.  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

9.  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

10.  Mechanistic analysis and optimization of the copper-catalyzed enantioselective intramolecular alkene aminooxygenation.

Authors:  Monissa C Paderes; Jerome B Keister; Sherry R Chemler
Journal:  J Org Chem       Date:  2012-12-28       Impact factor: 4.354
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