Organocatalytic enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides: access to unsymmetrical triarylmethanes

被引:32
|
作者
Cheng, Yuyu [1 ,2 ]
Fang, Zhiqiang [1 ,2 ]
Jia, Yanwen [1 ,2 ]
Lu, Zhongyue [1 ,2 ]
Li, Wenjun [3 ]
Li, Pengfei [1 ,2 ]
机构
[1] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China
[2] Southern Univ Sci & Technol, Shenzhen Key Lab Marine Archaea Geoom, Shenzhen 518055, Guangdong, Peoples R China
[3] Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Shandong, Peoples R China
基金
中国国家自然科学基金;
关键词
ASYMMETRIC-SYNTHESIS; 1,6-CONJUGATE ADDITION; HYDROXYBENZYL ALCOHOLS; C(SP(3))-H BONDS; 4+1 ANNULATION; IN-SITU; ACIDS; ALKYLATION; 1,1-DIARYLALKANES; DIHYDROCOUMARINS;
D O I
10.1039/c9ra04768a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective conjugate addition of 2-naphthols to ortho-hydroxyphenyl substituted para-quinone methides has been achieved with the aid of a chiral phosphoric acid. Importantly, the reaction took place with excellent chemo- and regioselectivities. In addition, the protocol features a low catalyst loading, mild reaction conditions, and enables the formation of unsymmetrical triarylmethanes in good to high yields with generally high enantioselectivities.
引用
收藏
页码:24212 / 24217
页数:6
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