C=N-Containing Azaarenes as Activating Groups in Enantioselective Catalysis

被引:127
作者
Best, Daniel
Lam, Hon Wai [1 ]
机构
[1] Univ Edinburgh, Sch Chem, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland
基金
英国工程与自然科学研究理事会;
关键词
ASYMMETRIC CONJUGATE ADDITION; FRIEDEL-CRAFTS ALKYLATION; POTASSIUM TERT-BUTOXIDE; N-SULFONYL ALDIMINES; 1,3-DICARBONYL COMPOUNDS; MICHAEL ADDITION; CINNAMYL DERIVATIVES; ARYLBORONIC ACIDS; VINYL KETONES; REDUCTION;
D O I
10.1021/jo402414k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nitrogen-containing aromatic heterocycles (azaarenes) are of widespread chemical significance, and chiral compounds containing azaarenes feature prominently in pharmaceuticals, agrochemicals, and natural products. This Perspective highlights the use of a relatively underdeveloped strategy to prepare chiral azaarene-containing compounds: exploitation of the C=N bond embedded within certain azaarenes to activate adjacent functionality in catalytic asymmetric reactions. Work in this area has resulted in the development of several different types of catalytic enantio-selective processes, including reductions, nucleophilic additions, and reductive couplings. It is hoped that this Perspective will encourage more researchers to work in this promising area.
引用
收藏
页码:831 / 845
页数:15
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