![5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]chromen-4-one structure](https://static.chemtradehub.com/structs/191/1914963-20-4-2b05.webp "5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]chromen-4-one structure")
5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]chromen-4-one
CAS Number:
1914963-20-4
Molecular Formula:
C25H24O5
Sc(OTf)3 catalyzed [3 + 2]-annulation reaction of donor–acceptor aziridines with methylene exo-glycals: synthesis of chiral carbohydrate-spiro-heterocycles
Literature Information
Publication Date
2021-03-10
DOI
10.1039/D1QO00228G
Impact Factor
5.281
Authors
Jie-Hui Zhang, Cheng-Lin Pan, Huan-Huan Zhang
View Original
Abstract
A Sc(OTf)3 catalyzed [3 + 2]-annulation reaction between donor–acceptor aziridines and several exo-glycals has been developed. Using this method, some exo-glycals derived from D-ribose, D-galactose and uridine can be converted into carbohydrate-spiro-heterocycles easily in good yields. Simple derivatization of the products gives proline analogues and polycyclic compounds. Moreover, this reaction disclosed the stereochemistry characteristic of the reaction between racemic D–A aziridines and chiral enolethers.
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Source Journal
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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
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Ethanone, 1-[4-chloro-2-(methylthio)-5-pyrimidinyl]-
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66116-82-3
Molecular Formula:
C7H7ClN2OS
(4aS,10aS)-7-Isopropyl-1,4a-dimethyl-5,8-dioxo-3,4,4a,5,8,9,10,10a-octahydro-2-phenanthrenecarboxylic acid
CAS Number:
142950-86-5
Molecular Formula:
C20H24O4
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