Organocatalyzed Multicomponent Synthesis of Isoxazolidin-5-ones

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• 作者：Christophe Berini ; Muriel Sebban ; Hassan Oulyadi ; Morgane Sanselme ; Vincent Levacher ; Jean-Fran莽ois Bri猫re
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：November 6, 2015
• 年：2015
• 卷：17
• 期：21
• 页码：5408-5411
• 全文大小：430K
• ISSN：1523-7052

文摘

An unprecedented multicomponent organocatalyzed Knoevenagel鈥揳za-Michael鈥揷yclocondensation reaction between Meldrum鈥檚 acid, hydroxylamines, and aldehydes afforded a straightforward entry to a large array of racemic and syn-diastereoenriched isoxazolidinones as synthetically useful scaffolds. This process revealed a markedly facile aza-Michael鈥揷yclocondensation sequence as a key domino reaction between RCO₂NHOH and transient alkylidene Meldrum鈥檚 acid upon Br酶nsted base catalysis.