Enantioselective synthesis of spiro-N,O-ketals via iridium and Brønsted acid co-catalyzed asymmetric formal [4+2] cycloaddition

被引:5
|
作者
Xie, Xiang-Qi [1 ]
Li, Xingguang [1 ]
Liu, Pei-Nian [1 ]
机构
[1] East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai Key Lab Funct Mat Chem, Key Lab Adv Mat, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
ALLYLIC SUBSTITUTION-REACTIONS; SPIROAMINALS; SPIROKETALS; ACCESS; CYCLIZATION; PALLADIUM;
D O I
10.1039/d3cc05923e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We present an iridium and Br & oslash;nsted acid co-catalyzed enantioselective formal [4+2] cycloaddition reaction of cyclic enamides with 2-(1-hydroxyallyl)phenols. This method yields a wide range of N-unsubstituted spiro-N,O-ketals, with good efficiency (up to 94%) and excellent enantioselectivities (most >95% ee). The protocol features easy scale-up and facile product derivatization.
引用
收藏
页码:1448 / 1451
页数:4
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