Journal Article10.1039/B006015L
Aziridines: epoxides’ ugly cousins?
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TL;DR: The similarities and differences between oxiranes and their nitrogenated analogues are summarized, concentrating on the underlying properties of aziridines and recent developments in their chemistry.
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Abstract: Aziridines, the nitrogenous analogues of epoxides, have until recently excited far less interest amongst synthetic organic chemists than their oxygenated counterparts, with some justification. A range of reviews concerned with the physical properties, synthesis (asymmetric and otherwise), reactions and utility of aziridines exists; this review briefly summarizes the similarities and differences between oxiranes and their nitrogenated analogues, concentrating on the underlying properties of aziridines and recent developments in their chemistry. In addition to descriptions of the physical nature of aziridines, especially those features which underpin their utility as synthetic intermediates, the sections beneath describe reactions involving alkylative ring-opening and synthesis of aziridines.
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Citations
Aziridines in Parallel‐ and Solid‐Phase Synthesis
TL;DR: Aziridines are versatile and powerful building blocks in organic synthesis due to their high reactivity as well as stereo and regioselectivity of their ring-opening reactions with nucleophiles.
Mn-Catalyzed Highly Efficient Aerobic Oxidative Hydroxyazidation of Olefins: A Direct Approach to β-Azido Alcohols
TL;DR: A DFT calculation indicates that Mn catalyst plays key dual roles as an efficient catalyst for the generation of azido radical and a stabilizer for peroxyl radical intermediate, which provides a novel approach to high value-added β-azido alcohols.
•Book
Organic mechanisms : reactions, stereochemistry and synthesis
Reinhard Brückner,Harmata, Michael, Wender, Paul A. Beifuss, Karin. Title. Reinhard Bruckner,Michael Harmata +2 more
- 01 Jan 2010
TL;DR: In this article, the C-C double bond double bond was added to a carboxylic carbon and a cycloaddition was used to convert Heteroatom Nucleophiles to Carbonyl Compounds.
Aziridination of alkenes promoted by iron or ruthenium complexes
TL;DR: The catalytic activity of iron or ruthenium complexes in promoting the reaction stated above is described by stressing the potential and limits of each synthetic protocol.
A new approach towards 1-phenyl and 1-benzyl substituted 2-(aminomethyl)cyclopropanecarboxamides as novel derivatives of the antidepressant Milnacipran.
TL;DR: 2-(2-cyanoethyl)aziridines were converted into novel trans-2-aminomethyl-1-phenylcyclopropanecarboxamides, thus providing the first convenient entry into the trans-isomer of Milnacipran as a useful template for further derivatisation.
References
Alkaloids : chemical and biological perspectives
S. William Pelletier
- 01 Jan 1991
TL;DR: In this paper, the total synthesis of amaryllidaceae alkaloids has been studied using radical cyclization reactions in total syntheses of naturally occurring indole alkaloid.
1.3K
Chiral Aziridines—Their Synthesis and Use in Stereoselective Transformations
TL;DR: Chiral bisaziridines can be used as ligands for transition metals, and applications in the challenging field of enantioselective catalysis can be envisioned as discussed by the authors.
1K
2- and 4-Nitrobenzenesulfonamides: Exceptionally versatile means for preparation of secondary amines and protection of amines
TL;DR: In this paper, 2-and 4-nitrobenzenesulfonamides are obtained from primary amines and undergo smooth alkylation by Mitsunobu reaction or by conventional methods to give N-alkylated sulfonamide in near quantitative yields.
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