![[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol structure](https://static.chemtradehub.com/structs/278/278597-30-1-5c79.webp "[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol structure")
[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol
CAS Number:
278597-30-1
Molecular Formula:
C13H13Cl2NO2
Iron-catalyzed boration of cinnamyl carbonates: a highly stereoselective approach to cyclopropylboronates
Literature Information
Publication Date
2019-02-20
DOI
10.1039/C8QO01163J
Impact Factor
5.281
Authors
Yang Liu, Yuhan Zhou, Dong Li, Han Chen, Jinfeng Zhao, Jingping Qu
View Original
Abstract
An efficient approach to cyclopropylboronates via iron-catalyzed boration/cyclopropylation of cinnamyl carbonates is developed. The reactions of cinnamyl carbonates and B2pin2 (bis(pinacolato)diboron) proceed smoothly in tetrahydrofuran, catalyzed by ferric chloride/DPPP (1,3-bis(diphenlphosphino)propane). Thus, a wide range of cyclopropylboronates with broad functional-group compatibility was obtained in moderate to high yields (50%–95%) with excellent stereoselectivities (97 : 3–99 : 1 dr). This reaction represents the first iron-catalyzed boration of cinnamyl esters to synthesize cyclopropylboronates.
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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
2-Methyl-2-propanyl 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate
CAS Number:
211429-79-7
Molecular Formula:
C15H17NO3
![Imidazo[1,2-c]pyrimidine structure](https://static.chemtradehub.com/structs/274/274-78-2-8b4c.webp "Imidazo[1,2-c]pyrimidine structure")
(S)-3-((tert-Butoxycarbonyl)amino)-4-(4-(tert-butyl)phenyl)butanoic acid
CAS Number:
403661-85-8
Molecular Formula:
C19H29NO4
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