Literature DB >> 22420463

Copper-catalyzed asymmetric 1,4-addition of alkenyl alanes to N-substituted-2-3-dehydro-4-piperidones.

Daniel Müller1, Alexandre Alexakis.   

Abstract

Readily available vinyl alanes are used in the Cu-catalyzed asymmetric conjugate addition reaction to N-substituted-2-3-dehydro-4-piperidones. The enhanced reactivity of recently developed and easily prepared phosphine amine ligands in combination with inexpensive Cu(II)naphtenate (CuNp) allows the introduction of a great variety of alkenyl, alkyl, and aryl aluminums in high enantioselectivity.

Entities:  

Year:  2012        PMID: 22420463     DOI: 10.1021/ol3004436

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


  6 in total

1.  Catalytic Allylic Oxidation of Cyclic Enamides and 3,4-Dihydro-2H-Pyrans by TBHP.

Authors:  Yang Yu; Ranad Humeidi; James R Alleyn; Michael P Doyle
Journal:  J Org Chem       Date:  2017-08-04       Impact factor: 4.354

2.  C-C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature.

Authors:  Bruce H Lipshutz; Shenlin Huang; Wendy Wen Yi Leong; Guofu Zhong; Nicholas A Isley
Journal:  J Am Chem Soc       Date:  2012-11-28       Impact factor: 15.419

Review 3.  Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

Authors:  Katherine M Byrd
Journal:  Beilstein J Org Chem       Date:  2015-04-23       Impact factor: 2.883

4.  Highly Enantioselective Catalytic Addition of Grignard Reagents to N-Heterocyclic Acceptors.

Authors:  Yafei Guo; Syuzanna R Harutyunyan
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-30       Impact factor: 15.336

5.  Enantioselective Catalytic Dearomative Addition of Grignard Reagents to 4-Methoxypyridinium Ions.

Authors:  Yafei Guo; Marta Castiñeira Reis; Johanan Kootstra; Syuzanna R Harutyunyan
Journal:  ACS Catal       Date:  2021-06-28       Impact factor: 13.084

6.  Copper-catalyzed enantioselective 1,2-borylation of 1,3-dienes.

Authors:  Yangbin Liu; Daniele Fiorito; Clément Mazet
Journal:  Chem Sci       Date:  2018-05-23       Impact factor: 9.825

  6 in total

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