Literature DB >> 20690691

Room temperature acylketene formation? 1,3-Dioxin-4-ones via silver(I) activation of phenylthioacetoacetate in the presence of ketones.

Aaron E May1, Thomas R Hoye.   

Abstract

Silver(I) activation of thioacetoacetates in the presence of ketones produces 1,3-dioxin-4-ones. Mechanistic studies addressing the intermediacy of an acylketene intermediate are described.

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Year:  2010        PMID: 20690691      PMCID: PMC3040570          DOI: 10.1021/jo101372v

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


  4 in total

1.  Activation of thiol esters. Partial synthesis of cytochalasins A and B.

Authors:  S Masamune; Y Hayase; W Schilling; W K Chan; G S Bates
Journal:  J Am Chem Soc       Date:  1977-09-28       Impact factor: 15.419

2.  Chemoselectivity in the Reactions of Acetylketene and Acetimidoylketene: Confirmation of Theoretical Predictions.

Authors:  David M. Birney; Xiaolian Xu; Sihyun Ham; Xiaomeng Huang
Journal:  J Org Chem       Date:  1997-10-17       Impact factor: 4.354

Review 3.  Bond formations by intermolecular and intramolecular trappings of acylketenes and their applications in natural product synthesis.

Authors:  Keith P Reber; S David Tilley; Erik J Sorensen
Journal:  Chem Soc Rev       Date:  2009-09-02       Impact factor: 54.564

4.  Dual macrolactonization/pyran-hemiketal formation via acylketenes: applications to the synthesis of (-)-callipeltoside A and a lyngbyaloside B model system.

Authors:  Thomas R Hoye; Michael E Danielson; Aaron E May; Hongyu Zhao
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

  4 in total
  1 in total

1.  Iterative synthesis of nitrogen-containing polyketide via oxime intermediates.

Authors:  Yuta Takeuchi; Shun Kawasaki; Kengo Akagawa; Kazuaki Kudo
Journal:  RSC Adv       Date:  2022-02-11       Impact factor: 3.361

  1 in total

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