173143-74-3Relevant academic research and scientific papers
Microwave-assisted regioselective ring opening of non-activated aziridines by lithium aluminium hydride
Stankovic, Sonja,D'Hooghe, Matthias,De Kimpe, Norbert
experimental part, p. 4266 - 4273 (2010/11/18)
A new synthetic protocol for the LiAlH4-promoted reduction of non-activated aziridines under microwave conditions was developed. Thus, ring opening of 2-(acetoxymethyl)aziridines provided the corresponding β-amino alcohols, which were then used as eligible substrates in the synthesis of 5-methylmorpholin-2-ones via condensation with glyoxal in THF. The same procedure was applied for the preparation of novel 5(R)- and 5(S)-methylmorpholin-2-ones starting from the corresponding enantiopure 2-(hydroxymethyl)aziridines. Additionally, 2-(methoxymethyl)- and 2-(phenoxymethyl)aziridines were treated with LiAlH4 under microwave irradiation, giving rise to either isopropylamines or 1-methoxypropan-2-amines depending on the reaction conditions.
Regiospecific reductive ring cleavage of N-substituted aziridine-2-carboxylates and An aziridine-2-methanol via catalytic hydrogenation using Pd as a catalyst
Yeonhwa, Lim,Won, Koo Lee
, p. 8431 - 8434 (2007/10/02)
Regiospecific reductive ring cleavage was accomplished in the reaction of N-α-methylbenzyl substituted aziridine-2-carboxylate and aziridine-2-methanol under a catalytic hydrogenation condition. The regiospecificity was determined by the substituent at C-
