Stereocontrolled lithiation/trapping of chiral 2-alkylideneaziridines: investigation into the role of the aziridine nitrogen stereodynamics

Author:

Mansueto Rosmara12345,Degennaro Leonardo12,Brière Jean-François678910,Griffin Karen345,Shipman Michael345,Florio Saverio12,Luisi Renzo12

Affiliation:

1. Department of Pharmacy – Drug Sciences University of Bari “A. Moro”

2. Bari, Italy

3. Department of Chemistry

4. University of Warwick

5. Coventry, UK

6. Normandie Univ

7. COBRA

8. UMR 6014 et FR 3038; Univ Rouen; INSA Rouen; CNRS

9. IRCOF

10. 76821 Mont Saint Aignan Cedex, France

Abstract

The origin of the stereoselectivity in the lithiation/trapping of 2-alkylideneaziridines bearing a chiral group as the nitrogen substituent was investigated.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference48 articles.

1. Recent Advances in the Stereoselective Synthesis of Aziridines

2. A. Padwa , in Comprehensive Heterocyclic Chemistry III , ed. A. R. Katrizky , C. A. Ramsden , E. F. V. Scriven and R. J. K. Taylor , Elsevier , 2008 , vol. 1 , pp. 1–104

3. Chapter 4.1 Three-membered ring systems

4. J. B. Sweeney , in Science of Synthesis , ed. E. Schaumann and D. Enders , Georg Thieme Verlag , Stuttgart, New York , 2008 , vol. 40a , p. 643

5. C. Botuha , F.Chemla , F.Ferreira and A.Perez-Luna , in Heterocycles in Natural Product Synthesis , ed. K. C. Majumdar and S. K. Chattopadhyay , Wiley-VCH , Weinheim , 2011 , pp. 3–39

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