4.4 Article

Organocatalytic Asymmetric Transformations of 3-Substituted 3-Hydroxyisoindolinones

Journal

SYNLETT
Volume 28, Issue 8, Pages 889-897

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588759

Keywords

organocatalytic asymmetric transformations; 3-hydroxy-isoindolinones; chiral Bronsted acid; isoindolinone core; organometallic addition; chiral N,S-acetals

Funding

  1. Abbvie-Croatian Science Foundation Young Researcher Grant
  2. Croatian Academy of Sciences and Arts

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This Account provides an overview of our group's research in the field of asymmetric organocatalytic transformations generating chiral isoindolinone cores. We describe the synthesis of 3-substituted 3-hydroxyisoindolinones as starting materials for these transformations, comprising a wide range of functional groups, as well as their use in asymmetric transformations. We also discuss our efforts in the application of the developed methodology in the synthesis of a known HIV-1 inhibitor. 1 Introduction 2 Synthesis of Isoindolinone Alcohols Comprising Functional Groups 3 Asymmetric Organocatalytic Transformations of Isoindolinone Alcohols 4 Conclusion

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