Unnatural amino acids. 3. Aziridinyl ketones from esters and amides of aziridine-2-carboxylic acids |
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Authors: | B Shtrumfs J Hermane I Kalvinsh P Trapencieris |
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Institution: | (1) Latvian Institute of Organic Synthesis, Riga, LV1006, Latvia |
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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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, 220–225, February, 2007. |
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Keywords: | aziridinyl ketones esters and amides of aziridin-2-carboxylic acids deprotonation |
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