Literature DB >> 14871079

Palladium-catalyzed intramolecular asymmetric hydroamination of alkynes.

Léopold M Lutete1, Isao Kadota, Yoshinori Yamamoto.   

Abstract

The Pd-catalyzed reaction of internal alkynes with tethered amino groups in the presence of PhCO2H and RENORPHOS as chiral phosphine ligand is reported. Various five- and six-membered nitrogen-containing heterocycles were obtained in good to high yield with moderate to high ee.

Entities:  

Year:  2004        PMID: 14871079     DOI: 10.1021/ja039774g

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


  12 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.  Cationic dirhodium carboxylate-catalyzed synthesis of dihydropyrimidones from propargyl ureas.

Authors:  Miao Yang; Shannon J Odelberg; Zongzhong Tong; Dean Y Li; Ryan E Looper
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

3.  Rhodium-Catalyzed Enantioselective Hydroamination of Alkynes with Indolines.

Authors:  Qing-An Chen; Zhiwei Chen; Vy M Dong
Journal:  J Am Chem Soc       Date:  2015-06-29       Impact factor: 15.419

Review 4.  Alkynes as Electrophilic or Nucleophilic Allylmetal Precursors in Transition-Metal Catalysis.

Authors:  Alexander M Haydl; Bernhard Breit; Tao Liang; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-10       Impact factor: 15.336

5.  Alkyne hydroacylation: switching regioselectivity by tandem ruthenium catalysis.

Authors:  Qing-An Chen; Faben A Cruz; Vy M Dong
Journal:  J Am Chem Soc       Date:  2015-01-21       Impact factor: 15.419

6.  Rhodium-catalyzed asymmetric intramolecular hydroamination of unactivated alkenes.

Authors:  Xiaoqiang Shen; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

7.  Serendipitous discovery of the catalytic hydroammoniumation and methylamination of alkynes.

Authors:  Xiaoming Zeng; Rei Kinjo; Bruno Donnadieu; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

8.  Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer.

Authors:  Casey B Roos; Joachim Demaerel; David E Graff; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2020-03-20       Impact factor: 15.419

9.  Pyrrolidine and piperidine formation via copper(II) carboxylate-promoted intramolecular carboamination of unactivated olefins: diastereoselectivity and mechanism.

Authors:  Eric S Sherman; Peter H Fuller; Dhanalakshmi Kasi; Sherry R Chemler
Journal:  J Org Chem       Date:  2007-04-12       Impact factor: 4.354

10.  Tandem Rh-catalysis: decarboxylative β-keto acid and alkyne cross-coupling.

Authors:  Faben A Cruz; Zhiwei Chen; Sarah I Kurtoic; Vy M Dong
Journal:  Chem Commun (Camb)       Date:  2016-04-04       Impact factor: 6.222

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