Furanmonogones A and B: two rearranged acylphloroglucinols with a 4,5-seco-3(2H)-furanone core from the flowers of Hypericum monogynum
Literature Information
Publication Date
2016-12-01
DOI
10.1039/C6QO00620E
Impact Factor
5.281
Authors
Wen-Jun Xu, Jun Luo, Rui-Jun Li, Ming-Hua Yang, Ling-Yi Kong
View Original
Abstract
Furanmonogones A (1) and B (2), two rearranged acylphloroglucinols with an unprecedented 4,5-seco-3(2H)-furanone skeleton, were isolated from the flowers of Hypericum monogynum. Their structures were established based on 1D- and 2D-NMR data, quantum chemical predictions (QCP) of 13C NMR chemical shifts, and electronic circular dichroism (ECD) calculations. Baeyer–Villiger oxidation at the single bond (C4–C5) of the acylphloroglucinol core was proposed as a key step in the plausible biogenetic pathway of 1 and 2.
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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
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3-[7-Amino-3-(3-pyridinyl)pyrazolo[1,5-a]pyrimidin-6-yl]phenol
CAS Number:
861249-77-6
Molecular Formula:
C17H13N5O
![2-[2-(2-Methoxyethoxy)ethoxy]-2-methylpropane structure](https://static.chemtradehub.com/structs/527/52788-79-1-71c1.webp "2-[2-(2-Methoxyethoxy)ethoxy]-2-methylpropane structure")
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