Recent Developments in Catalytic Asymmetric Inverse-Electron-Demand Diels-Alder Reaction

被引:477
作者
Jiang, Xianxing [1 ]
Wang, Rui [1 ]
机构
[1] Lanzhou Univ, Sch Basic Med Sci, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Gansu Prov, Lanzhou 730000, Peoples R China
基金
中国国家自然科学基金;
关键词
CHIRAL PHOSPHORIC-ACID; HIGHLY ENANTIOSELECTIVE SYNTHESIS; BETA; GAMMA-UNSATURATED ALPHA-KETOESTERS; BIFUNCTIONAL ORGANOCATALYTIC STRATEGY; A-RING PRECURSOR; LEWIS-ACID; BETA-MANNOPYRANOSIDES; TRANSITION-METAL; CONCISE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS;
D O I
10.1021/cr300436a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Researchers discuss the latest developments in catalytic asymmetric inverse-electron-demand Diels-Alder (DA reaction. The catalytic asymmetric inverse-electron-demand Diels-Alder (IEDDA) reaction has emerged as a powerful and atom-economical tool for the stereoselective construction of functionalized six-membered rings with control of regio-, diastereo-, and enantioselectivity. It features mild reaction conditions, a tolerance of a diverse range of functional groups, and the easy construction of carbon-carbon and carbon-heteroatom bonds, which allows facile, stereospecific entry into the formation of functionalized ring systems. The high density of functional groups and up to four stereocenters of the resulting products renders them exceptionally versatile synthetic intermediates. Researchers discuss the latest efforts and advances in asymmetric IEDDA reaction through catalytic methodologies including the Lewis acidic metal complexes or organic molecules-catalyzed asymmetric IEDDA reaction through the LUMO-lowering strategy.
引用
收藏
页码:5515 / 5546
页数:32
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