Synthesis of Spiro[pyrrole-3,2'-pyrrolo[2,1-b]oxazoles] via 1,3-Dipolar Cycloaddition of 1H-Pyrrole-2,3-diones to Azomethine Ylides

被引：0
|
作者：
Moroz, A. A. [1 ]
Dmitriev, M. V. [1 ]
Maslivets, A. N. [1 ]
机构：
[1] Perm State Univ, Perm 614068, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 59卷 / 11期
基金：
俄罗斯基础研究基金会;
关键词：
polycarbonyl compounds; 1H-pyrrole-2,3-diones; dioxoheterocycles; dipolar cycloaddition; 1,3-dipoles; azomethine ylides; oxazolidines;
D O I：
10.1134/S1070428023110040
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The 1,3-dipolar cycloaddition of 1H-pyrrole-2,3-diones to azomethine ylides generated in situ by the condensation of L-proline and arylcarbaldehydes proceeds regio- and diastereoselectively to form substituted ethyl 1,2,5',6',7',7a'-hexahydro-3'H-spiro[pyrrole-3,2'-pyrrolo[2,1-b]oxazole]-4-carboxylates. The structure of the synthesized ethyl (3R*,3'R*,7a'S*)-3'-(4-bromophenyl)-2-oxo-1,5-diphenyl-1,2,5',6',7',7a'-hexahydro-3'H-spiro[pyrrole-3,2'-pyrrolo[2,1-b]oxazole]-4-carboxylate was confirmed by single crystal X-ray analysis.
引用
收藏
页码：1867 / 1873
页数：7
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