Examples of natural products and drugs containing chiral sulfone motifs

February 20, 2024

• Title:       

  Examples of natural products and drugs containing chiral sulfone motifs

• Image Source:

  Palladium-Catalyzed Asymmetric Hydrosulfonylation of 1,3-Dienes with Sulfonyl Hydrazides

• Mark:

  Figure 1

• Associated context:

  Optically active organic sulfur compounds occur in various natural and bio-active systems. In particular, the chiral allylic sulfones exhibit rich biological activities such as antibacterial, and antiviral activities (Figure 1). Many efforts have been devoted to the development of the methodology for the synthesis of chiral allylic sulfones. The asymmetric allylic substitution with sulfur reagents and asymmetric hydrogenation reaction are demonstrated to be efficient methods for the synthesis of chiral allylic sulfones. Transition metal-catalyzed asymmetric hydrofunctionalization reactions of 1,3-dienes, allenes, and alkynes with different nucleophiles or electrophiles provided a straightforward and atom-economical approach to the chiral allylic compounds. Among them, the hydrothiolation has been applied in the enantioselective synthesis of chiral allylic sulfones, however one oxidation step was required.