143546-54-7Relevant academic research and scientific papers
A novel general route for the preparation of enantiopure imidazolines.
Boland, Nicola A,Casey, Mike,Hynes, Stephen J,Matthews, Jonathan W,Smyth, Martin P
, p. 3919 - 3922 (2002)
A novel procedure for the preparation of enantiopure 1,4-disubstituted 2-imidazolines is reported. Enantiopure beta-amino alcohols are converted into N-hydroxyethylamides, which are reacted with excess thionyl chloride, or with thionyl chloride followed by phosphorus pentachloride to yield N-chloroethylimidoyl chlorides. These intermediates are treated with amines and anilines to produce N-chloroethylamidines, which are converted into imidazolines upon workup with aqueous hydroxide. The method is simple and efficient and has been used to prepare a wide variety of enantiopure imidazolines, in a modular fashion, from readily available amino alcohols.
A mild, general preparation of N-acyl aziridines and 2-substituted 4(S)-benzyloxazolines
Bates, Gordon S.,Varelas, Michael A.
, p. 2562 - 2566 (2007/10/02)
The conversion of a wide range of carboxylic acids into their acyl imidazolides with subsequent addition of an aziridine rapidly gives a quantitative yield of the corresponding N-acyl aziridines.Iodide (or bromide) ion catalysed rearrangement of N-acyl 2(S)-benzylaziridines 1 to oxazolines 6 proceeds quantitatively.
