Catalytic Enantioselective α-Arylation of Carbonyl Enolates and Related Compounds

被引:99
作者
Hao, Yong-Jia [1 ]
Hu, Xiao-Si [2 ,3 ]
Zhou, Ying [1 ]
Zhou, Jian [1 ,2 ,3 ]
Yu, Jin-Sheng [2 ,3 ]
机构
[1] Guizhou Univ Tradit Chinese Med, Coll Pharm, Guiyang 550025, Peoples R China
[2] East China Normal Univ, Sch Chem & Mol Engn, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Shanghai 200062, Peoples R China
[3] East China Normal Univ, Sch Chem & Mol Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
基金
中国国家自然科学基金;
关键词
catalytic enantioselective alpha-arylation; carbonyl enolates; alpha-halocarbonyl compounds; arylating agents; HETEROCYCLIC CARBENE LIGANDS; UNPROTECTED 3-SUBSTITUTED OXINDOLES; ASYMMETRIC SNAR REACTION; C-H BONDS; CROSS-COUPLINGS; SELECTIVE ARYLATION; MICHAEL ADDITION; FORMAL ARYLATION; BROMO ESTERS; PALLADIUM;
D O I
10.1021/acscatal.9b04480
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Optically active alpha-arylation carbonyl units are widely present in a wide variety of drugs, bioactive natural products, and valuable pharmacologically active molecules. Catalytic enantioselective alpha-arylation of carbonyl enolates or the related precursors with various arylating agents constitutes a powerful tactic for constructing such privileged scaffolds, which is of great interest and has gained considerable progress. This review summarizes the advances based on two major strategies with diverse arylating agents, discusses in detail the reaction mechanism, limitations, and advantages of each method and their applications, and expounds the synthetic opportunities still open for further exploration.
引用
收藏
页码:955 / 993
页数:77
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