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A Substitution with Retention at the Cyclopropane Ring^†

Dipl.-Chem. Jürgen Schäffler

Lehrstuhl für Biochemie im Institut für Organische Chemie der Universität Richard-Willstätter-Allee, D-7500 Karlsruhe (Germany)

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Prof. Dr. János Rétey,

Corresponding Author

Prof. Dr. János Rétey

Lehrstuhl für Biochemie im Institut für Organische Chemie der Universität Richard-Willstätter-Allee, D-7500 Karlsruhe (Germany)

Lehrstuhl für Biochemie im Institut für Organische Chemie der Universität Richard-Willstätter-Allee, D-7500 Karlsruhe (Germany)Search for more papers by this author

Dipl.-Chem. Jürgen Schäffler,

Dipl.-Chem. Jürgen Schäffler

Lehrstuhl für Biochemie im Institut für Organische Chemie der Universität Richard-Willstätter-Allee, D-7500 Karlsruhe (Germany)

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Prof. Dr. János Rétey,

Corresponding Author

Prof. Dr. János Rétey

Lehrstuhl für Biochemie im Institut für Organische Chemie der Universität Richard-Willstätter-Allee, D-7500 Karlsruhe (Germany)

Lehrstuhl für Biochemie im Institut für Organische Chemie der Universität Richard-Willstätter-Allee, D-7500 Karlsruhe (Germany)Search for more papers by this author

First published: November 1978

https://doi.org/10.1002/anie.197808451

Citations: 16

^†

This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.

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Cobalt-substituted cyclopropanes could be of significance in coenzyme B₁₂-catalyzed rearrangements. Interestingly, a cobaloxime generated in situ reacts only with the exo bromide (2) and not with the endo bromide (1) to give product (3). The retention of configuration observed in this reaction is probably due solely to shielding by the dihydrophenanthrene flank.

References

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Volume17, Issue11

November 1978

Pages 845-846

A Substitution with Retention at the Cyclopropane Ring^†

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A Substitution with Retention at the Cyclopropane Ring†

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A Substitution with Retention at the Cyclopropane Ring^†