Nitration of the DBHA Cyclopropanecarboxylate Enolate – A New and Efficient Route to 1 -Aminocyclopropane-1 -carboxylic Acid

Authors

  • Robert Häner Laboratorium für Organische Chemie Eidgenössische Technische Hochschule Zürich ETH-Zentrum, Universitätstrasse 16, CH-8092 Zürich
  • Dieter Seebach Laboratorium für Organische Chemie Eidgenössische Technische Hochschule Zürich ETH-Zentrum, Universitätstrasse 16, CH-8092 Zürich

DOI:

https://doi.org/10.2533/chimia.1985.356

Abstract

1-Aminocyclopropane-1-carboxylic acid (1) is synthesized from 2,6-di-tert-butyl-4-methoxy-phenyl cyclopropanecarboxylate (4) by an overall electrophilic amination. Key step is the nitration of the highly reactive enolate 5 generated by deprotonation of the ester 4 with tert-butyllithium.

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Published

1985-11-30

Issue

Vol. 39 No. 11 (1985): Forschung/Research

Section

Articles

License

Copyright (c) 1985 Robert Häner

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
R. Häner, D. Seebach, Chimia 1985, 39, 356, DOI: 10.2533/chimia.1985.356.