Concepedia

Terminal Aziridines by α-Deprotonation/Electrophile Trapping of N-Protected Aziridine

David M. Hodgson, Steven P. Hughes, Amber L. Thompson, Tom D. Heightman

Organic Letters · 2008 · 41 citations · 26 references

DOI

Concepts

Abstract

N-tert-Butylsulfonyl and N-tert-butylsulfinyl aziridine undergo alpha-lithiation/electrophile trapping providing a new entry to terminal aziridines. With N-tert-butylsulfinyl aziridine complete asymmetric induction is observed alpha to nitrogen.

References

26

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H. D. Flack, G. Bernardinelli · Journal of Applied Crystallography · 2000 · 1K citations · Full text

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<i>N-tert</i>-Butanesulfinyl Imines:  Versatile Intermediates for the Asymmetric Synthesis of Amines

Jonathan A. Ellman, Timothy D. Owens, Tony P. Tang · Accounts of Chemical Research · 2002 · 817 citations

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William McCoull, Franklin A. Davis · Synthesis · 2000 · 578 citations

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