Graphical Abstract - Enantioselective aza-Mislow-Evans rearrangement through S-allenylation of sulfenamides with alkynyl carbenes (IMAGE)

Science Exploration Press

Graphical Abstract - Enantioselective aza-Mislow-Evans rearrangement through S-allenylation of sulfenamides with alkynyl carbenes

Caption

This schematic illustrates a chiral Rh(II)-catalyzed sulfonyl-retentive difunctionalization of sulfonylhydrazones, enabling the efficient construction of chiral sulfur-containing molecules through regio-, stereochemical-, and enantioselective C–N/C–S bond formation. The proposed mechanism highlights carbene-type Rh intermediates and intramolecular sulfur transfer processes leading to highly enantioenriched products.

Key features of the transformation include:

  • Sulfonyl-Retentive C-N/C-S Coupling
  • Regio-, Z/E-, and Enantioselective
  • Difunctionalization of the Hydrazone
  • 41 Examples (Average 90% ee)

Credit

© Xihe Bi*, Genping Huang*, Xingwei Li*, et al. 2025.

Usage Restrictions

Credit must be given to the creator.

License

CC BY

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