Title
Synthesis of <tex>$\gamma,\delta$</tex>-aziridino <tex>$\alpha$</tex>-amino acid derivatives and their stereoselective ring transformation to 2-(aminomethyl)-1-aminocyclopropanecarboxylic acid derivatives
Author
Faculty/Department
Faculty of Pharmaceutical, Biomedical and Veterinary Sciences. Pharmacy
Publication type
article
Publication
Weinheim ,
Subject
Chemistry
Source (journal)
European journal of organic chemistry. - Weinheim
Volume/pages
2014(2014) :6 , p. 1220-1226
ISSN
1434-193X
ISI
000331209600014
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
1-Benzyl-2-(bromomethyl)aziridine was successfully substituted with protected glycine esters to afford alkyl 3-(N-benzylaziridin-2-yl)-2-aminopropanoates, as constrained heterocyclic diamino acid derivatives, in good isolated yields. These new aziridines proved to be excellent building blocks for ring transformation to the corresponding stereochemically defined 2-(aminomethyl)-1-aminocyclopropanecarboxylic acid derivatives, including methyl esters, piperidyl amides, and free carboxylic acids.
E-info
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