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40.1.5 Product Subclass 5: Aziridines

DOI: 10.1055/sos-SD-040-00445

Sweeney, J. B.Science of Synthesis, (200940643.

General Introduction

Aziridines are nitrogenous heterocycles which are highly reactive due to the Pitzer strain inherent to their three-atom ring structure. As a result of this reactivity, aziridines are powerful synthetic intermediates, reacting with a broad range of nucleophiles to enable the preparation of (inter alia) chiral amines and derivatives thereof. As befits such versatile reagents, there has been and continues to be intense interest in the design and implementation of methodology to prepare aziridines; to date, there is no single method to synthesize aziridines which is broadly applicable and there are correspondingly many procedures reported to prepare specific aziridine subtypes. Previously published information regarding this product class can be found in HoubenWeyl, Vol. E 16c, pp 370677.