Harnessing the potential diversity of resinic diterpenes through visible light-induced sensitized oxygenation coupled to Kornblum–DeLaMare and Hock reactions
Literature Information
Publication Date
2017-08-31
DOI
10.1039/C7QO00633K
Impact Factor
5.281
Authors
Benjamin Laroche
View Original
Abstract
A biomimetic procedure for the late-stage functionalization of various resinic acids is reported, implementing photooxygenation by singlet oxygen, using visible light and meso-tetraphenylporphyrin, combined to the Kornblum–DeLaMare reaction or the Hock rearrangement. In addition to giving access to several natural and unnatural diterpenes by the simplest manner, these transformations furnish biosynthetic clues expandable to other natural product families.
Related Literature
Formation of electro-conductive titanium oxide fine particles by pulsed UV laser irradiation
Tsutomu Ioroi, Hiroyuki Kageyama, Tomoki Akita, Kazuaki Yasuda
2010-06-08
Paper
DOI: 10.1039/B923218D
Study of the interaction between short alkanethiols from ab initio calculations
J. G. Solano Canchaya, Y. Wang, M. Alcamí, F. Martín
2010-06-08
Paper
DOI: 10.1039/B923428D
Understanding the NMR chemical shifts for 6-halopurines: role of structure, solvent and relativistic effects
Kateřina Maliňáková, Radek Marek, Jaromír Marek, Michal Hocek, Michal Straka
2010-03-29
Paper
DOI: 10.1039/B921383J
Exploring the limits of electron-nuclear polarization transfer efficiency in three-spin systems
2010-05-06
Paper
DOI: 10.1039/C003751F
Atmospheric chemistry of C4F9OC2H5 (HFE-7200), C4F9OCH3 (HFE-7100), C3F7OCH3 (HFE-7000) and C3F7CH2OH: temperature dependence of the kinetics of their reactions with OH radicals, atmospheric lifetimes and global warming potentials
Iván Bravo, Yolanda Díaz-de-Mera, Alfonso Aranda, Kevin Smith, Keith P. Shine, George Marston
2010-03-29
Paper
DOI: 10.1039/B923092K
Rules and trends of metal cation driven hydride-transfer mechanisms in metal amidoboranes
Dong Young Kim, Han Myoung Lee, Jongcheol Seo, Seung Koo Shin, Kwang S. Kim
2010-04-06
Paper
DOI: 10.1039/B925235E
Ab initio static and molecular dynamics study of the absorption spectra of the 4-styrylpyridine photoswitch in its cis and trans forms
Latévi Max Lawson Daku, Jorge Linares, Marie-Laure Boillot
2010-04-13
Paper
DOI: 10.1039/B920850J
Stepwise in situ synthesis and characterization of metallophthalocyanines@mesoporous matrix SBA-15 composites
Jiangtian Li, Limin Guo, Jianlin Shi
2010-03-26
Paper
DOI: 10.1039/B925431E
Density functional study of structural and electronic properties of bimetallic copper–gold clusters: comparison with pure and doped gold clusters
Huai-Qian Wang, Hui-Fang Li
2010-04-01
Paper
DOI: 10.1039/B923003C
Asymptotic expansion based equation of state for hard-disk fluids offering accurate virial coefficients
Yuanxing Gui, A. Mulero
2010-03-30
Paper
DOI: 10.1039/C000655F
You might also like
Compound Q&A
What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?
When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...
40716-16-34-Methyl-6-(trifluor...
Compound Q&A
What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?
4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...
405058-00-64-(3,5-Difluoropheny...
Compound Q&A
How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?
5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...
338982-07-35-{[4-(Trifluorometh...
Compound Q&A
What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?
The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...
6317-57-34-Benzylaniline hydr...
Compound Q&A
Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?
[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...
871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A
What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?
3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...
115929-62-93-Bromo-2,5-dimethox...
Compound Q&A
What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?
N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...
915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A
What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?
This compound is primarily used in the pharmaceutical industry for the synthesis...
24828-96-4Carbamic acid, N-[(5...
Compound Q&A
How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?
2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...
1298101-47-92-Methyl-2-propanyl ...
Compound Q&A
What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?
Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...
367-33-9Ethyl 2-bromo-4,4,4-...
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
phosphoryl}methyl 4-methylbenzenesulfonate structure](https://static.chemtradehub.com/structs/864/864068-45-1-ba7c.webp "{[3-(Hexadecyloxy)propoxy](hydroxy)phosphoryl}methyl 4-methylbenzenesulfonate structure")
{[3-(Hexadecyloxy)propoxy](hydroxy)phosphoryl}methyl 4-methylbenzenesulfonate
CAS Number:
864068-45-1
Molecular Formula:
C27H49O7PS
![[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Diacetyloxy-15-[(2R,3S)-3-benzamido-3-phenyl-2-(2,2,2-trichloroethoxycarbonyloxy)propanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate structure](https://static.chemtradehub.com/structs/100/100431-55-8-7104.webp "[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Diacetyloxy-15-[(2R,3S)-3-benzamido-3-phenyl-2-(2,2,2-trichloroethoxycarbonyloxy)propanoyl]oxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate structure")
Recommended Suppliers
Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.