Phosphine-Catalyzed (4+2) Annulation of Allenoates Bearing Acidic Hydrogen with 1,1-Dicyanoalkenes

被引:4
|
作者
Gao, Zhenzhen [1 ]
Zhou, Xiaoming [1 ]
Xie, Lei [1 ]
Wang, Xuekun [1 ]
Wang, Shiben [1 ]
Liu, Honglei [2 ]
Guo, Hongchao [3 ]
机构
[1] Liaocheng Univ, Sch Pharmaceut Sci, Liaocheng 252059, Shandong, Peoples R China
[2] Qingdao Univ, Coll Mat Sci & Engn, Qingdao 266071, Shandong, Peoples R China
[3] China Agr Univ, Innovat Ctr Pesticide Res, Dept Chem, Beijing 100193, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 10期
关键词
ELECTRON-DEFICIENT OLEFINS; BAYLIS-HILLMAN CARBONATES; ASYMMETRIC-SYNTHESIS; SEQUENTIAL ANNULATION; 3+2 CYCLOADDITIONS; CHIRAL PHOSPHINES; FACILE SYNTHESIS; ALLENES; DERIVATIVES; 2,3-BUTADIENOATES;
D O I
10.1021/acs.joc.4c00564
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-succinimide-substituted allenoates were employed as phosphine acceptors in phosphine-catalyzed (4 + 2) annulation with 1,1-dicyanoalkenes. They served as C4 synthons in the annulation reaction under mild reaction conditions and produced hexahydroisoindole derivatives in moderate to high yields with good to excellent diastereoselectivities.
引用
收藏
页码:7169 / 7174
页数:6
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