Diastereoselective formal [3+3] cycloaddition of isatin-based α-(trifluoromethyl)imines with N,N′-dialkyloxyureas

被引:11
作者
Zhao, Hong-Wu [1 ]
Guo, Jia-Ming [1 ]
Wang, Li-Ru [1 ]
Ding, Wan-Qiu [1 ]
Tang, Zhe [1 ]
Song, Xiu-Qing [1 ]
Wu, Hui-Hui [1 ]
Fan, Xiao-Zu [1 ]
Bi, Xiao-Fan [1 ]
机构
[1] Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, 100 Pingleyuan, Beijing 100124, Peoples R China
基金
北京市自然科学基金;
关键词
N-2,2,2-TRIFLUOROETHYLISATIN KETIMINES; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; ANALOGS; 1,4-DIAMINATION; STEREOCENTERS; CONSTRUCTION; GUANINE; DIENES;
D O I
10.1039/c9qo01181a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of PhI(OH)(OTs) and NaH, the diastereoselective formal [3 + 3] cycloaddition of isatin-based alpha-(trifluoromethyl)imines with N,N '-dialkyloxyureas proceeded readily, and furnished the relatively trans-configured novel spiro-1,3,5-triazinan-2-ones in reasonable chemical yields. The relative stereochemical configuration of the target products was clearly identified by X-ray diffraction analysis.
引用
收藏
页码:3891 / 3895
页数:5
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