911792-37-5Relevant 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.
Synthesis and Reaction of Optically Active Morpholinones
Kashima, Choji,Harada, Kazuo
, p. 1521 - 1526 (2007/10/02)
The reactions of variously substituted chiral morpholin-2-and-3-ones chemoselectively synthesized from chiral amino acids and lactic acid as the chiral source are described.
