Origin of the Reactivity Differences of Substituted Aziridines: CN vs CC Bond Breakages

Author:

Paasche Alexander123,Arnone Mario123,Fink Reinhold F.123,Schirmeister Tanja123,Engels Bernd123

Affiliation:

1. Institut für Organische Chemie

2. Institut für Pharmazie and Lebensmittelchemie

3. Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference63 articles.

1. aDeyrup, J.InSmall Ring Heterocycles;Hassner, A., Ed. Wiley Interscience:New York, 1983; Part I, Chapter 1, Aziridines, p131ff.

2. bClaus, P. K.Methoden Org. Chem. (Houben-Weyl);Klamann, D., Hagemann, P., Eds.Thieme Verlag:Stuttgart, 1990; Vol.E14b, Part 1, pp88−92.

3. Zhou, P.; Chen, B.C.; Davis, F. A.InAziridines and Epoxides in Organic Synthesis;Yudin, A. K., Ed.Wiley-VCH:Weinheim, 2006; Chapter 3.3, Reactions of Aziridine-2-carboxylates and Aziridine-2-phosphonates, p87ff.

4. Nucleophilic ring opening of aziridines

5. Regio- and stereo-controlled copper organometallic addition to a piperidinyl aziridine: synthesis of trans 3-amino-4-alkyl-piperidines

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