Asymmetric cycloaddition reactions catalyzed by bifunctional thiourea and squaramide organocatalysts: recent advances

被引:182
|
作者
Held, Felix E.
Tsogoeva, Svetlana B. [1 ,2 ]
机构
[1] Univ Erlangen Nurnberg, Dept Chem & Pharm, Organ Chem Chair 1, Henkestr 42, D-91054 Erlangen, Germany
[2] Univ Erlangen Nurnberg, Interdisciplinary Ctr Mol Mat, Henkestr 42, D-91054 Erlangen, Germany
关键词
DIELS-ALDER REACTIONS; REACTIONS HIGHLY EFFICIENT; CONJUGATE ADDITION; MICHAEL ADDITION; FACILE ACCESS; DERIVATIVES; STEREOCHEMISTRY; NITROALKENES; MALONATE; KETONES;
D O I
10.1039/c5cy01894c
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
High on the list of challenges in organic chemistry is the development of new efficient chiral catalysts for enantioselective cycloaddition reactions, which are among the most useful processes in chemical synthesis. In the past few decades, various highly enantioselective bifunctional organocatalysts for different versatile cycloaddition reactions have been developed. In most cases, these organocatalytic cycloadditions (e.g. [4 + 2], [3 + 2], formal [3 + 2], formal [3 + 3], formal [5 + 1], [5 + 2], 1,3-dipolar cycloadditions and Tamura cycloaddition) provide the most convenient and economical routes to nitrogen-and oxygen-containing heterocyclic bioactive molecules. This minireview summarizes the recent developments in this field using chiral bifunctional amine-thiourea and amine-squaramide organocatalysts.
引用
收藏
页码:645 / 667
页数:23
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