Literature DB >> 18007440

Radical oxidative cyclization of spiroacetals to bis-spiroacetals: an overview.

Margaret A Brimble1.   

Abstract

The use of iodobenzene diacetate and iodine under photolytic conditions provides and efficient method for the oxidative cyclization of spiroacetals bearing an hydroxyalkyl side chain to bis-spiroacetals. An overview is provided of the use of this reaction for the synthesis of several bis-spiroacetal containing natural products such as the polyether antibiotics salinomycin and CP44,161 and the shellfish toxins, the spirolides.

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Year:  2004        PMID: 18007440      PMCID: PMC6147298          DOI: 10.3390/90600394

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  2 in total

1.  C-17 epimers of deoxy-(O-8)-salinomycin from Streptomyces albus (ATCC 21838).

Authors:  J W Westley; J F Blount; R H Evans; C M Liu
Journal:  J Antibiot (Tokyo)       Date:  1977-07       Impact factor: 2.649

2.  Synthesis of the C10-C22 bis-spiroacetal domain of spirolides B and D via iterative oxidative radical cyclization.

Authors:  Daniel P Furkert; Margaret A Brimble
Journal:  Org Lett       Date:  2002-10-17       Impact factor: 6.005

  2 in total

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