UNNATURAL AMINO ACIDS. 3. AZIRIDINYL KETONES FROM ESTERS AND AMIDES OF AZIRIDINE-2-CARBOXYLIC ACIDS

Authors

  • Б. Штрумф Latvian Institute of Organic Synthesis, Riga LV1006
  • Е. Хермане Latvian Institute of Organic Synthesis, Riga LV1006
  • И. Калвиньш Latvian Institute of Organic Synthesis, Riga LV1006
  • П. Трапенциерис Latvian Institute of Organic Synthesis, Riga LV1006

DOI:

https://doi.org/10.1007/7673

Keywords:

aziridinyl ketones, esters and amides of aziridin-2-carboxylic acids, deprotonation

Abstract

A series of N-substituted amides and esters of aziridine-2-carboxylic acids have been prepared and have been subjected to deprotonation with lithium diisopropylamide. The intermediate carbanions reacted more readily with the carbonyl groups of the substrates than with methyl iodide. So, in place of the expected amides or esters of methylaziridine-2-carboxylic acids, amides or esters of 2-aziridinylcarbonylaziridine-2-carboxylic acids were isolated.

How to Cite
Shtrumfs, B.; Hermane, J.; Kalvinsh, I.; Trapencieris, P.  Chem. Heterocycl. Compd. 2007, 43, 169. [Khim. Geterotsikl. Soedin. 2007, 220.]

For this article in the English edition see DOI 10.1007/s10593-007-0028-7


Published

2023-04-03

Issue

Section

Original Papers