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Diazabicycloalkanes with nitrogen atoms at the nodal positions. 12. Stephens rearrangement in substituted 1,4-diazabicyclo[2.2.2]octanes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The ylides formed from phenacyl derivatives of substituted diazabicyclooctanes decompose to the initial base or give products of the Stephens rearrangement, leading to an expansion of the ring. The direction of the reaction is determined by the presence of C-substituents in the bicyclic fragment. C-Phenyl groups, which are capable of stabilizing the transition state, ensure the occurrence of the rearrangement reaction.

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For Communication 11, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 664–668, May, 1985.

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Vysochin, V.I., Shishkin, G.V. Diazabicycloalkanes with nitrogen atoms at the nodal positions. 12. Stephens rearrangement in substituted 1,4-diazabicyclo[2.2.2]octanes. Chem Heterocycl Compd 21, 559–563 (1985). https://doi.org/10.1007/BF00506074

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  • DOI: https://doi.org/10.1007/BF00506074

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