Literature DB >> 11817953

Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to acyclic aliphatic enones.

Hirotake Mizutani1, Sylvia J Degrado, Amir H Hoveyda.   

Abstract

Cu-catalyzed enantioselective conjugate additions to acyclic aliphatic enones are reported. The resulting enolates may be functionalized intra- and intermolecularly, leading to the formation of an additional C-C bond. The utility of the present method is not limited to reactions involving Et2Zn; a variety of alkylzincs may be used. Moreover, many of the requisite substrates can be easily accessed through catalytic olefin cross metathesis.

Entities:  

Year:  2002        PMID: 11817953     DOI: 10.1021/ja0122849

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


  7 in total

1.  Direct Copper-Free Domino Conjugate Addition-Cycloallylation using Organozinc Reagents.

Authors:  Venukrishnan Komanduri; Fernando Pedraza; Michael J Krische
Journal:  Adv Synth Catal       Date:  2008-07-07       Impact factor: 5.837

2.  Ligand-enabled β-C-H arylation of α-amino acids using a simple and practical auxiliary.

Authors:  Gang Chen; Toshihiko Shigenari; Pankaj Jain; Zhipeng Zhang; Zhong Jin; Jian He; Suhua Li; Claudio Mapelli; Michael M Miller; Michael A Poss; Paul M Scola; Kap-Sun Yeung; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-03-03       Impact factor: 15.419

3.  Palladium Catalyzed Asymmetric Three-Component Coupling of Boronic Esters, Indoles, and Allylic Acetates.

Authors:  Santanu Panda; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2017-04-21       Impact factor: 15.419

4.  Catalytic Enantioselective Hydrovinylation of Trialkylsilyloxy and Acetoxy-1,3-Dienes: Cationic Co(I) Complexes for the Synthesis of Chiral Enolate Surrogates and Their Applications for Synthesis of Ketones and Cross-Coupling Reagents in High Enantiomeric Purity.

Authors:  Souvagya Biswas; Kendra R Dewese; Balaram Raya; T V RajanBabu
Journal:  ACS Catal       Date:  2022-04-14       Impact factor: 13.700

5.  Copper-catalyzed asymmetric conjugate addition of Grignard reagents to cyclic enones.

Authors:  Ben L Feringa; Ramón Badorrey; Diego Peña; Syuzanna R Harutyunyan; Adriaan J Minnaard
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-09       Impact factor: 11.205

6.  Desymmetrization of enone-diones via rhodium-catalyzed diastereo- and enantioselective tandem conjugate addition-aldol cyclization.

Authors:  Brian M Bocknack; Long-Cheng Wang; Michael J Krische
Journal:  Proc Natl Acad Sci U S A       Date:  2004-03-15       Impact factor: 11.205

Review 7.  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

  7 in total

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