Stereochemistry of nucleophilic additions to the carbonyl group Communication 6. Reactions of 3-t-butylcyclohexanone

  • A. M. Prokhoda
  • A. V. Kamernitskii
  • A. A. Akhrem
Organic and Biological Chemistry
Received:
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Summary

  1. 1.

    An investigation was made of the stereochemistry of the addition of hydrogen cyanide, acetylene, and ethylmagnesium bromide to 3-t-butylcyclohexanone and of the reduction of 3-t-butylcyclohexanone with sodium borohydride. The configurations were proved to the then formed 3-t-butyl-1-hydroxycyclohexanecarbonitriles, 3-t-butyl-1-ethynylcyclohexanols, 3-t-butyl-1-ethylcyclohexanols, and their derivatives (hydroxy acids, acetic esters).

     
  2. 2.

    The reactions investigated go more selectively in the case of 3-t-butylcyclohexanone than in the case of 3-methylcyclohexanone.

     

Keywords

Hydrogen Sodium Acetic Ester Bromide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
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Copyright information

© Consultants Bureau Enterprises, Inc. 1965

Authors and Affiliations

  • A. M. Prokhoda
    • 1
  • A. V. Kamernitskii
    • 1
  • A. A. Akhrem
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of SciencesUSSR

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