Enantioselective Crossed Photocycloadditions of Styrenic Olefins by Lewis Acid Catalyzed Triplet Sensitization

被引：106
|
作者：
Miller, Zachary D. [1 ]
Lee, Byung Joo [1 ]
Yoon, Tehshik P. [1 ]
机构：
[1] Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53726 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 39期
关键词：
asymmetric catalysis; cycloaddition; cyclobutanes; photocatalysis; ruthenium; INTERMOLECULAR 2+2 PHOTOCYCLOADDITION; VISIBLE-LIGHT; CYCLOBUTANE DERIVATIVES; STRUCTURAL REVISION; CYCLOADDITIONS; ACTIVATION; ALKENES;
D O I：
10.1002/anie.201706975
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthesis of unsymmetrical cyclobutanes by controlled heterodimerization of olefins remains a substantial challenge, particularly in an enantiocontrolled fashion. Shown herein is that chiral Lewis acid catalyzed triplet sensitization enables the synthesis of highly enantioenriched diarylcyclobutanes by photocycloaddition of structurally varied 2-hydroxychalcones with a range of styrene coupling partners. The utility of this reaction is demonstrated through the direct synthesis of a representative norlignan cyclobutane natural product.
引用
收藏
页码：11891 / 11895
页数：5
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