A Highly Stereocontrolled Intramolecular Cycloaddition Reaction of Azomethine Ylide Activated by a Pyrimidine Ring: Access to Novel Tricyclic Hexahydro-1H-pyrrolo[2 ',3 ':4,5]pyrido[2,3-d]pyrimidines

作者：Xie, Hongxiang; Xiang, Jinbao; Dang, Qun^*; Bai, Xu

来源：Synlett, 2012, (4): 585-588.

DOI：10.1055/s-0031-1290333

• azomethine ylide
• intramolecular cycloaddition
• 1,3-dipolar cycloaddition
• pyrimidine
• pyrrolidine

A pyrimidine ring was discovered to aid formation of an azomethine ylide undergoing intramolecular cycloaddition reactions. This method enabled efficient synthesis of a novel tricyclic pyrimidine-piperidine-pyrrolidine scaffold from various pyrimidinemethyl amines and aldehydes in complete stereocontrol and could be rationalized by an S-shaped azomethine ylide intermediate.

• 出版日期2012-3
• 单位吉林大学