Molecules (Mar 2023)

Sharpless Asymmetric Dihydroxylation: An Impressive Gadget for the Synthesis of Natural Products: A Review

  • Aqsa Mushtaq,
  • Ameer Fawad Zahoor,
  • Muhammad Bilal,
  • Syed Makhdoom Hussain,
  • Muhammad Irfan,
  • Rabia Akhtar,
  • Ali Irfan,
  • Katarzyna Kotwica-Mojzych,
  • Mariusz Mojzych

DOI
https://doi.org/10.3390/molecules28062722
Journal volume & issue
Vol. 28, no. 6
p. 2722

Abstract

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Sharpless asymmetric dihydroxylation is an important reaction in the enantioselective synthesis of chiral vicinal diols that involves the treatment of alkene with osmium tetroxide along with optically active quinine ligand. Sharpless introduced this methodology after considering the importance of enantioselectivity in the total synthesis of medicinally important compounds. Vicinal diols, produced as a result of this reaction, act as intermediates in the synthesis of different naturally occurring compounds. Hence, Sharpless asymmetric dihydroxylation plays an important role in synthetic organic chemistry due to its undeniable contribution to the synthesis of biologically active organic compounds. This review emphasizes the significance of Sharpless asymmetric dihydroxylation in the total synthesis of various natural products, published since 2020.

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