Literature DB >> 18722434

Catalytic enantioselective aldol additions of alpha-isothiocyanato imides to aldehydes.

Le Li1, Eric G Klauber, Daniel Seidel.   

Abstract

Highly enantioselective organocatalytic aldol additions of alpha-isothiocyanato imides to aldehydes are reported. These reactions provide convenient access to enantiomerically enriched and protected beta-hydroxy-alpha-amino acids with catalyst loadings as low as 1 mol%.

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Year:  2008        PMID： 18722434     DOI： 10.1021/ja804838y

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


  7 in total

1.  Quinidine thiourea-catalyzed aldol reaction of unactivated ketones: highly enantioselective synthesis of 3-alkyl-3-hydroxyindolin-2-ones.

Authors:  Qunsheng Guo; Mayur Bhanushali; Cong-Gui Zhao
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-03       Impact factor: 15.336

2.  Organocatalytic enantioselective tandem aldol-cyclization reaction of α-isothiocyanato imides and activated carbonyl compounds.

Authors:  Jie Guang; Cong-Gui Zhao
Journal:  Tetrahedron Asymmetry       Date:  2011-06-15

3.  Developing novel organocatalyzed aldol reactions for the enantioselective synthesis of biologically active molecules.

Authors:  Mayur Bhanushali; Cong-Gui Zhao
Journal:  Synthesis (Stuttg)       Date:  2011-06       Impact factor: 3.157

4.  Acetylphosphonate as a surrogate of acetate or acetamide in organocatalyzed enantioselective aldol reactions.

Authors:  Jie Guang; Qunsheng Guo; John Cong-Gui Zhao
Journal:  Org Lett       Date:  2012-05-31       Impact factor: 6.005

5.  Stereocontrolled synthesis of syn-β-Hydroxy-α-amino acids by direct aldolization of pseudoephenamine glycinamide.

Authors:  Ian B Seiple; Jaron A M Mercer; Robin J Sussman; Ziyang Zhang; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-01       Impact factor: 15.336

6.  Magnesium-catalyzed asymmetric direct aldol addition of ethyl diazoacetate to aromatic, aliphatic, and alpha,beta-unsaturated aldehydes.

Authors:  Barry M Trost; Sushant Malhotra; Benjamin A Fried
Journal:  J Am Chem Soc       Date:  2009-02-11       Impact factor: 15.419

7.  Catalytic Asymmetric Direct Aldol Reaction of α-Alkyl Azlactones and Aliphatic Aldehydes.

Authors:  Yang Zheng; Li Deng
Journal:  Chem Sci       Date:  2015-08-04       Impact factor: 9.825
  7 in total

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