Hanessian-Hullar Reaction

Hanessian-Hullar Reaction

Overall Score4
  • Generality
  • Reagent Availability
  • Experimental User Friendliness
  • General Characteristics

By the treatment with N-bromosuccinimide (NBS), benzylidene acetals can be oxidatively opened. The bromine ends up on the less hindered side of the two hydroxyl groups.

  • General References

  • Reaction Mechanism

The Wohl-Ziegler bromination is the first step.

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  • Examples

The synthesis of cyclophellitol.[1]

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  • References

[1] Sato, K.-i.; Bokura, M.; Moriyama, H.; Igarashi, T. Chem. Lett. 1994, 23, 37. doi:10.1246/cl.1994.37

  • Related Reactions

Wohl-Ziegler反応

  • Related Books

  • External Links

 

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