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Investigations in the field of 1-azabicyclanes

XI. The stereochemistry of the hydrogenation of 5- and 7-(β-hydroxyethyl)-1,2-dihydropyrrolizines on rhodium and nickel. Configurational assignment of the reaction products

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The stereochemistry of the catalytic hydrogenation of 5- and 7-(β-hydroxyethyl)-1,2-dihydropyrrolizines on 2.5% Rh/Al2O3 and Raney nickel under various conditions has been studied. On the basis of information on the configurational catalytic isomerization and the competing quaternization of the isomers, a consideration of the relative retention times, and an analysis of the geometries of the molecules of the 1- and 3-(β-hydroxyethyl)pyrrolizidines a configurational assignment of the stereoisomers has been made.

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Authors and Affiliations

  1. N. G. Chernyshevskii Saratov State University, USSR

    I. M. Skvortsov & V. M. Levin

Authors
  1. I. M. Skvortsov
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  2. V. M. Levin
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Additional information

For communication X, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 947–951, July, 1973.

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Skvortsov, I.M., Levin, V.M. Investigations in the field of 1-azabicyclanes. Chem Heterocycl Compd 9, 873–877 (1973). https://doi.org/10.1007/BF00471572

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  • DOI: https://doi.org/10.1007/BF00471572

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