Microwave-assisted regioselective ring opening of non-activated aziridines by lithium aluminium hydride

S Stanković, M D'hooghe, N De Kimpe

Index: Stankovic, Sonja; D'Hooghe, Matthias; De Kimpe, Norbert Organic and Biomolecular Chemistry, 2010 , vol. 8, # 19 p. 4266 - 4273

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Citation Number: 17

Abstract

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 ...