Synthesis of Dispiro[indole-3,2′-pyrrolidine-3′,2″-pyrrolizine]-1″,2(1 H )-diones via Azomethine Ylide 1,3-Dipolar Cycloaddition
✍ Scribed by Li, Xiaofang; Yi, Rongqiong; Liu, Bin; Li, Zhikui; Yu, Xianyong; Yi, Pinggui
- Book ID
- 120613393
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2013
- Tongue
- English
- Weight
- 331 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0022-152X
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📜 SIMILAR VOLUMES
In the title compound, C 27 H 23 N 3 O 3 , the central pyrrolidine ring adopts an envelope conformation. In the crystal structure, the molecules exist as centrosymmetric N-HÁ Á ÁO hydrogenbonded dimers. The dimers are linked via C-HÁ Á ÁO and C-HÁ Á Á hydrogen bonds, forming a chain along the b axis
1,3-Dipolar cycloaddition of D-glucose-derived azomethine ylides for the synthesis of chiral pyrrolidines accompanied an unexpected 1,2-elimination in the furanose moiety of the products. The C3 0 alkoxy/ hydroxy group of the furanose moiety was invariably eliminated under the reaction conditions. A