Asymmetric Cyclization Reactions of Allenoates with Imines or α,β-Unsaturated Ketones Catalyzed by Organocatalysts Derived from Cinchona Alkaloids

被引:44
作者
Pei, Cheng-Kui [3 ]
Shi, Min [1 ,2 ]
机构
[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China
[3] 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
allenoates; asymmetric catalysis; cinchona alkaloids; cyclization; organocatalysis; ELECTRON-DEFICIENT OLEFINS; BAYLIS-HILLMAN REACTIONS; ONE-POT SYNTHESIS; ALLENIC ESTERS; 4+2 ANNULATION; ENANTIOSELECTIVE SYNTHESIS; ETHYL 2,3-BUTADIENOATE; 3+2 CYCLOADDITION; CLAISEN REARRANGEMENT; PHOSPHINE CATALYSIS;
D O I
10.1002/chem.201200209
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Lewis base-catalyzed cyclization reactions of allenoates with electron-deficient olefins and imines have been demonstrated by the preparation of biologically active natural products and pharmaceutically interesting substances and have emerged as powerful synthetic tools in the rapid construction of cyclic molecular complexity. In contrast to phosphine-containing Lewis bases, nitrogen-containing Lewis base amines display markedly different reaction profiles; however, this area is not well-developed. Herein we summarize the recent progress in this emerging field and outline the challenges ahead.
引用
收藏
页码:6712 / 6716
页数:5
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