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2.6.2.1 Aziridination with Guanidinium Ylides

DOI: 10.1055/sos-SD-202-00130

Aggarwal, V. K.; McGarrigle, E. M.; Shaw, M. A.Science of Synthesis: Stereoselective Synthesis, (20112331.

The most conventional procedure for the formation of aziridines from aldehydes is a two-step process, involving initial imine formation, and then subsequent imine aziridination. Such imine aziridinations are discussed at length in the next section (Section 2.6.3). However, it is also possible to convert aromatic and α,β-unsaturated aldehydes directly into aziridine-2-carboxylic esters 42 through the use of guanidinium ylides.[‌72‌‌74‌] This method has been discussed briefly in Science of Synthesis, Vol.40a [Amines and Ammonium Salts (Section 40.1.5.1.3)].

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