Literature DB >> 19366193

Catalytic, asymmetric Michael reactions of cyclic diketones with beta,gamma-unsaturated alpha-ketoesters.

Michael A Calter1, Jun Wang.   

Abstract

Newly synthesized cinchona alkaloid-derived pyrimidines function as effective asymmetric catalysts for the Michael reaction between cyclic diketones and beta,gamma-unsaturated alpha-ketoesters. The reactions of electrophiles with either aryl or alkyl gamma-substituents give 64-99% yields and 94-99% ee.

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Year:  2009        PMID： 19366193      PMCID： PMC2694574          DOI： 10.1021/ol900586f

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


  9 in total

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Review 2.  ATP-sensitive potassium channels.

Authors:  G C Rodrigo; N B Standen
Journal:  Curr Pharm Des       Date:  2005       Impact factor: 3.116

3.  Asymmetric synthesis of chiral aldehydes by conjugate additions with bifunctional organocatalysis by cinchona alkaloids.

Authors:  Fanghui Wu; Ran Hong; Jihan Khan; Xiaofeng Liu; Li Deng
Journal:  Angew Chem Int Ed Engl       Date:  2006-06-26       Impact factor: 15.336

Review 4.  C(2)-symmetric chiral bis(oxazoline) ligands in asymmetric catalysis.

Authors:  Giovanni Desimoni; Giuseppe Faita; Karl Anker Jørgensen
Journal:  Chem Rev       Date:  2006-09       Impact factor: 60.622

5.  Strontium-catalyzed highly enantioselective Michael additions of malonates to enones.

Authors:  Magno Agostinho; Shū Kobayashi
Journal:  J Am Chem Soc       Date:  2008-02-05       Impact factor: 15.419

Review 6.  Asymmetric enamine catalysis.

Authors:  Santanu Mukherjee; Jung Woon Yang; Sebastian Hoffmann; Benjamin List
Journal:  Chem Rev       Date:  2007-12       Impact factor: 60.622

7.  Enantioselective bimetallic catalysis of Michael additions forming quaternary stereocenters.

Authors:  Sascha Jautze; René Peters
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

8.  Catalytic, asymmetric, "interrupted" Feist-Bénary reactions.

Authors:  Michael A Calter; Ryan M Phillips; Christine Flaschenriem
Journal:  J Am Chem Soc       Date:  2005-10-26       Impact factor: 15.419

9.  Direct asymmetric Michael reactions of cyclic 1,3-dicarbonyl compounds and enamines catalyzed by chiral bisoxazoline-copper(II) complexes.

Authors:  Nis Halland; Thomas Velgaard; Karl Anker Jørgensen
Journal:  J Org Chem       Date:  2003-06-27       Impact factor: 4.354
  9 in total
  3 in total

1.  Catalytic, asymmetric, interrupted Feist-Bénary reactions of α-tosyloxyacetophenones.

Authors:  Michael A Calter; Alexander Korotkov
Journal:  Org Lett       Date:  2011-11-04       Impact factor: 6.005

Review 2.  Dimeric Cinchona alkaloids.

Authors:  Przemysław J Boratyński
Journal:  Mol Divers       Date:  2015-01-15       Impact factor: 2.943

3.  Enantioselective Michael Addition of Cyclic β-Diones to α,β-Unsaturated Enones Catalyzed by Quinine-Based Organocatalysts.

Authors:  Qingqing Wang; Wei Wang; Ling Ye; Xuejun Yang; Xinying Li; Zhigang Zhao; Xuefeng Li
Journal:  Molecules       Date:  2017-06-30       Impact factor: 4.411
  3 in total

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