Literature DB >> 18247496

Palladium-catalyzed intramolecular chloroamination of alkenes.

Forrest E Michael1, Paul A Sibbald, Brian M Cochran.   

Abstract

A mild and facile Pd-catalyzed intramolecular chloroamination of unactivated alkenes has been described. This reaction takes place at room temperature and is tolerant of synthetically useful acid-sensitive functional groups. Generally high exo-selectivities are observed in the formation of a variety of 5- and 6-membered rings. This system is unique in its ability to tolerate multidentate ligands on palladium, which opens up the possibility of controlling the absolute sense of induction using a chiral ligand.

Entities:  

Year:  2008        PMID: 18247496     DOI: 10.1021/ol702922c

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


  11 in total

1.  The enantioselective intramolecular aminative functionalization of unactivated alkenes, dienes, allenes and alkynes for the synthesis of chiral nitrogen heterocycles.

Authors:  Sherry R Chemler
Journal:  Org Biomol Chem       Date:  2009       Impact factor: 3.876

2.  Catalytic enantioselective alkene aminohalogenation/cyclization involving atom transfer.

Authors:  Michael T Bovino; Sherry R Chemler
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-05       Impact factor: 15.336

3.  Catalytic Aminohalogenation of Alkenes and Alkynes.

Authors:  Sherry R Chemler; Michael T Bovino
Journal:  ACS Catal       Date:  2013-06-07       Impact factor: 13.084

4.  Mechanistic studies of Wacker-type intramolecular aerobic oxidative amination of alkenes catalyzed by Pd(OAc)2/pyridine.

Authors:  Xuan Ye; Guosheng Liu; Brian V Popp; Shannon S Stahl
Journal:  J Org Chem       Date:  2011-01-20       Impact factor: 4.354

5.  Stereoselective Copper-Catalyzed Intramolecular Alkene Aminooxygenation: Effects of Substrate and Ligand Structure on Selectivity.

Authors:  Monissa C Paderes; Sherry R Chemler
Journal:  European J Org Chem       Date:  2011-07-01

6.  Palladium-catalyzed oxidative arylhalogenation of alkenes: synthetic scope and mechanistic insights.

Authors:  Dipannita Kalyani; Andrew D Satterfield; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2010-06-23       Impact factor: 15.419

Review 7.  High-valent organometallic copper and palladium in catalysis.

Authors:  Amanda J Hickman; Melanie S Sanford
Journal:  Nature       Date:  2012-04-11       Impact factor: 49.962

8.  Asymmetric chiral ligand-directed alkene dioxygenation.

Authors:  Sharon R Neufeldt; Melanie S Sanford
Journal:  Org Lett       Date:  2012-12-18       Impact factor: 6.005

9.  A New Mechanism of Metal-Ligand Cooperative Catalysis in Transfer Hydrogenation of Ketones.

Authors:  Ivan Demianets; Valeriy Cherepakhin; Alexander Maertens; Paul J Lauridsen; Shaama Mallikarjun Sharada; Travis J Williams
Journal:  Polyhedron       Date:  2020-03-12       Impact factor: 3.052

10.  Hypervalent Iodine (III) Catalyzed Regio- and Diastereoselective Aminochlorination of Tailored Electron Deficient Olefins via GAP Chemistry.

Authors:  Anis Ur Rahman; Nighat Zarshad; Peng Zhou; Weitao Yang; Guigen Li; Asad Ali
Journal:  Front Chem       Date:  2020-07-07       Impact factor: 5.221

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