Wulff-Dotz Reaction

Wulff-Dotz Reaction

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  • General Characteristics

The synthesis of phenols by reacting [alkoxy(vinyl)carbene]pentacarbonylchromium complexes (Fischer carbene complex) with alkenes is called the Wulff-Dotz reaction.

The immediate product of benzannulation is still complexed with the chromium atom. Oxidative treatment of the intermediate (e.g. O2, CAN) gives the phenol product.

  • General References

  • Reaction Mechanism


Ref: J. Am. Chem. Soc. 1981, 103, 7677.

  • Examples

The application to the synthesis of Fredericamycin A.[1]


  • References

[1] (a) Boger, D. L.; Hueter, O.; Mbiya, K.; Zahang, M. J. Am. Chem. Soc. 1995, 117, 11839. doi:10.1021/ja00153a004 (b) Bpger. D. L.; Jacobson, I. C. J. Org. Chem. 1991, 56, 2115. doi:10.1021/jo00006a029

  • Related Reactions

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  • External Links

Wulff-Dotz Reaction – Wikipedia

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