Diastereoselective Cyclization of a Glycyl-alanine Azomethine to an Imidazolidinone: Determination of the Product Configuration by X-Ray Analysis

Authors

  • Martin Egli Laboratorium für Organische Chemie Eidgenössische Technische Hochschule Zürich ETH-Zentrum, Universitätstrasse 16 CH-8092 Zürich
  • Robin Polt 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.1989.4

Abstract

Glycyl-(5')-alanine-esters 1 and 2 can be condensed to the corresponding 4-oxo-imidazolidin-3-yl-propionates 3 and 4, respectively. The diastereomers 3a and 4a are formed preferentially and the configuration was found to be u by single crystal X-ray diffraction of 4a. The crystal structure shows some quite unusual features.

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Published

1989-02-28

Issue

Vol. 43 No. 1-2 (1989): Forschung/Research

Section

Articles

License

Copyright (c) 1989 Martin Egli

Creative Commons License

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

How to Cite

[1]
M. Egli, R. Polt, D. Seebach, Chimia 1989, 43, 4, DOI: 10.2533/chimia.1989.4.