The wavelength-regulated stereodivergent synthesis of (Z)- and (E)-1,4-enediones from phosphonium ylides
Literature Information
Publication Date
2021-09-06
DOI
10.1039/D1QO01085A
Impact Factor
5.281
Authors
Mei Wang, Yong-Qin He, Yao Zhu, Zhi-Bin Song, Xiao-Yu Wang, Hai-Yang Huang, Ban-Peng Cao, Wan-Fa Tian, Qiang Xiao
View Original
Abstract
The wavelength-regulated, methylene blue organic dye catalyzed stereodivergent synthesis of (Z)- and (E)-1,4-enediones from stabilized phosphorous ylides is reported. Broad ranges of substrates and functional groups are tolerated. Mechanistic studies suggested singlet-oxygen-promoted (E)-alkene formation via a possible phospha-1,2-dioxetane intermediate, followed by a blue-LED triggered (E) → (Z) isomerization reaction.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
1-(3-Bromophenyl)-4-oxocyclohexanecarboxylic acid
CAS Number:
1385694-53-0
Molecular Formula:
C13H13BrO3
![[3-Formyl-5-(trifluoromethoxy)phenyl]boronic acid structure](https://static.chemtradehub.com/structs/145/1451393-39-7-aebb.webp "[3-Formyl-5-(trifluoromethoxy)phenyl]boronic acid structure")
[3-Formyl-5-(trifluoromethoxy)phenyl]boronic acid
CAS Number:
1451393-39-7
Molecular Formula:
C8H6BF3O4
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