Palladium-Catalyzed Intermolecular Allylic Dearomatization Reaction of α-Substituted β-Naphthol Derivatives: Scope and Mechanistic Investigation

被引:33
|
作者
Zhuo, Chun-Xiang [1 ]
You, Shu-Li [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
allylic substitution; chemoselectivity; dearomatization; naphthalenones; naphthols; palladium; ENANTIOSELECTIVE SYNTHESIS; OXIDATIVE DEAROMATIZATION; PHENOL DEAROMATIZATION; ASYMMETRIC-SYNTHESIS; C-ALLYLATION; ALKYLATION; CONSTRUCTION; SPIROLACTONIZATION; CYCLOHEXADIENONES; PYRROLOINDOLINES;
D O I
10.1002/adsc.201400154
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A highly efficient dearomatization reaction of alpha-substituted beta-naphthols with excellent chemoselectivity and regioselectivity has been developed. Mechanistic studies demonstrated that the dearomatized alkylation product is the thermodynamically more stable compound. The etherification product could be further transformed to the dearomatization product.
引用
收藏
页码:2020 / 2028
页数:9
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