Literature DB >> 24000801

Convergent access to bis-spiroacetals through a Sila-Stetter-ketalization cascade.

Jessica Labarre-Lainé1, Redouane Beniazza, Valérie Desvergnes, Yannick Landais.   

Abstract

An NHC-catalyzed sila-Stetter reaction between aliphatic acylsilanes and vinylketones bearing silyl ether substituents affords functionalized 1,4-diketones, which upon treatment under acidic conditions leads to the corresponding bis-spiroacetals. The two-step sequence may also be carried out in a one-pot operation leading to high yields of the desired bis-spiroacetals.

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Year:  2013        PMID: 24000801     DOI: 10.1021/ol402017x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Dictating Thermodynamic Control through Tethering: Applications to Stereoselective Bis-Spiroketal Synthesis.

Authors:  Austin H Asari; Paul E Floreancig
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-25       Impact factor: 15.336

2.  Lewis Base Catalyzed, Sulfenium Ion Initiated Enantioselective, Spiroketalization Cascade.

Authors:  Kimberly M Hilby; Scott E Denmark
Journal:  J Org Chem       Date:  2021-10-21       Impact factor: 4.354

3.  Bio-inspired NHC-organocatalyzed Stetter reaction in aqueous conditions.

Authors:  Mégane Debiais; Aladin Hamoud; Reihana Drain; Philippe Barthélémy; Valérie Desvergnes
Journal:  RSC Adv       Date:  2020-11-09       Impact factor: 4.036

Review 4.  Resolvins, Protectins, and Maresins: DHA-Derived Specialized Pro-Resolving Mediators, Biosynthetic Pathways, Synthetic Approaches, and Their Role in Inflammation.

Authors:  Inês Ferreira; Filipa Falcato; Narcisa Bandarra; Amélia P Rauter
Journal:  Molecules       Date:  2022-03-03       Impact factor: 4.411

  4 in total

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