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Stereocontrolled transformations of cyclohexadienone derivatives to access stereochemically rich and natural product-inspired architectures.

Taleb H Al-TelVunnam SrinivasuluMani RamanathanNelson C SoaresAnusha SebastianMaria L BolognesiImad A Abu-YousefAmin Majdalawieh
Published in: Organic & biomolecular chemistry (2022)
The last two decades or so have witnessed an upsurge in defining the art of designing complex natural products and nature-inspired molecules. Throughout these decades, fundamental insights into stereocontrolled, step-economic and atom-economical synthesis principles were achieved by the numerous synthetic accomplishments particularly in diversity-oriented synthesis (DOS). This has empowered the visualization of the third dimension in synthetic design and thus has resulted in a dramatic increase with today's diversity-oriented synthesis (DOS) at the forefront enabling access to diverse scaffolds with a high degree of stereochemical and skeletal complexity. To this end, a starting material-based approach is one of the powerful tools utilized in DOS that allows rapid access to molecular architectures with a high sp3 content. Skeletal and stereochemical diversity is often paramount for the selective modulation of the biological function of a complementary protein in the biological space. In this context, stereocontrolled transformation of cyclohexadienone scaffolds has positioned itself as a powerful platform for the rapid generation of stereochemically enriched and natural product-inspired compound collections. In this review, we cover multidirectional synthetic strategies that utilized cyclohexadienone derivatives as pluripotent building blocks en route for the construction of novel chemical space.
Keyphrases
  • tissue engineering
  • molecular dynamics
  • loop mediated isothermal amplification
  • single molecule
  • small molecule