Literature DB >> 25621816

Lewis acid template-catalyzed asymmetric diels-alder reaction.

Jun Ishihara1, Shino Nakadachi, Yuki Watanabe, Susumi Hatakeyama.   

Abstract

An asymmetric Diels-Alder reaction of 2,4-dienols and methyl acrylate utilizing a chiral Zn(II)/Mg(II) bimetallic template with low catalyst loading was successfully achieved. The bimetallic Lewis acid template derived from (R)-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol catalyzed the Diels-Alder reaction in the presence of molecular sieves 4 Å to afford various functionalized bicyclic γ-lactones with high enantiomeric purities.

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Year:  2015        PMID: 25621816     DOI: 10.1021/acs.joc.5b00055

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Combining iminium and supramolecular catalysis for the [4 + 2] cycloaddition of E-cinnamaldehydes.

Authors:  Kendra K Shrestha; Michael A Hilyard; Indunil Alahakoon; Michael C Young
Journal:  Org Biomol Chem       Date:  2022-08-24       Impact factor: 3.890

2.  Enantiodivergent [4+2] Cycloaddition of Dienolates by Polyfunctional Lewis Acid/Zwitterion Catalysis.

Authors:  Vukoslava Miskov-Pajic; Felix Willig; Daniel M Wanner; Wolfgang Frey; René Peters
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-28       Impact factor: 15.336

  2 in total

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