Literature DB >> 18225911

C1-symmetric oxazolinyl sulfoximines as ligands in copper-catalyzed asymmetric mukaiyama aldol reactions.

Jörg Sedelmeier1, Tim Hammerer, Carsten Bolm.   

Abstract

Aryl-bridged C1-symmetric oxazolinyl sulfoximines are applicable in copper-catalyzed asymmetric Mukaiyama aldol reactions with methyl pyruvate. The resulting alpha-hydroxy esters have been obtained with up to 94% ee in good yields. They contain a quaternary stereogenic center and represent valuable precursors for biologically active molecules.

Entities:  

Year:  2008        PMID: 18225911     DOI: 10.1021/ol703065x

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


  5 in total

1.  Asymmetric vinylogous aldol reaction of silyloxy furans with a chiral organic salt.

Authors:  Ravi P Singh; Bruce M Foxman; Li Deng
Journal:  J Am Chem Soc       Date:  2010-07-21       Impact factor: 15.419

2.  Synthetic Studies Towards MPC1001: Preparation of a β-hydroxyl-Tyrosine Derivative.

Authors:  Paul T Schuber; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2012-01-25       Impact factor: 2.415

3.  Correlations between nucleophilicities and selectivities in the substitutions of tetrahydropyran acetals.

Authors:  Jennifer R Krumper; Walter A Salamant; K A Woerpel
Journal:  J Org Chem       Date:  2009-11-06       Impact factor: 4.354

4.  Copper(I) Phosphinooxazoline Complexes: Impact of the Ligand Substitution and Steric Demand on the Electrochemical and Photophysical Properties.

Authors:  Robin Giereth; Alexander K Mengele; Wolfgang Frey; Marvin Kloß; Andreas Steffen; Michael Karnahl; Stefanie Tschierlei
Journal:  Chemistry       Date:  2020-02-25       Impact factor: 5.236

5.  Chiral Zn(II)-bisamidine complex as a Lewis-Brønsted combined acid catalyst: application to asymmetric Mukaiyama aldol reactions of α-ketoesters.

Authors:  Ryo Gotoh; Masahiro Yamanaka
Journal:  Molecules       Date:  2012-07-30       Impact factor: 4.411

  5 in total

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