Literature DB >> 30422131

Stereoselective Synthesis of Dihydroisocoumarin Moiety of Microbial Agent AI-77-B: a Diels-Alder Based Strategy.

Arun K Ghosh1, John Cappiello1.   

Abstract

The dihydroisocoumarin fragment of the gastroprotective natural product AI-77-B has been synthesized in optically active form by using a regiospecific Diels-Alder reaction of 1-methoxy-1,3-cyclohexadiene and an acetylenic ester derivative, prepared stereoselectively from leucinal.

Entities:  

Year:  1998        PMID: 30422131      PMCID: PMC6226092          DOI: 10.1016/S0040-4039(98)01977-7

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  3 in total

1.  Asymmetric Synthesis of the Dihydroisocoumarin Moiety of AI-77-B via Copper-Mediated Cross-Coupling and Sharpless Asymmetric Dihydroxylation.

Authors:  Stefano Superchi; Filippo Minutolo; Dario Pini; Piero Salvadori
Journal:  J Org Chem       Date:  1996-05-03       Impact factor: 4.354

2.  1H-2-benzopyran-1-one derivatives, microbial products with pharmacological activity. Relationship between structure and activity in 6-[[1(S)-(3(S),4- dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3-methylbutyl]-amino]-4(S), 5(S)-dihydroxy-6-oxo-3(S)-ammoniohexanoate.

Authors:  Y Shimojima; H Hayashi
Journal:  J Med Chem       Date:  1983-10       Impact factor: 7.446

3.  1H-2-Benzopyran-1-one derivatives, microbial products with pharmacological activity. Conversion into orally active derivatives with antiinflammatory and antiulcer activities.

Authors:  Y Shimojima; T Shirai; T Baba; H Hayashi
Journal:  J Med Chem       Date:  1985-01       Impact factor: 7.446

  3 in total

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