Organocatalytic Asymmetric Dearomatization Reaction for the Synthesis of Axial Chiral Allene-Derived Naphthalenones Bearing Quaternary Stereocenters

被引:45
作者
Woldegiorgis, Alemayehu Gashaw [1 ]
Han, Zhao [1 ]
Lin, Xufeng [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
基金
中国国家自然科学基金;
关键词
ENANTIOSELECTIVE SYNTHESIS; PHOSPHORIC-ACID; BRONSTED ACID; NAPHTHOLS; 2-NAPHTHOLS;
D O I
10.1021/acs.orglett.1c01849
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The highly regio-, diastereo-, and enantioselective dearomatization reaction of 1-substituted 2-naphthols and beta,gamma-alkynyl-alpha-imino esters with complete atom economy is disclosed via chiral phosphoric acid catalysis. This protocol provides facile and efficient access to asymmetric construction of a broad range of axially chiral allene-derived naphthalenones bearing quaternary stereocenters in good yields with high diastereoselectivities and enantioselectivities.
引用
收藏
页码:6606 / 6611
页数:6
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