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Ganem oxidation information


Ganem oxidation
Named after Bruce Ganem
Reaction type Organic redox reaction

In organic chemistry, the Ganem oxidation is a name reaction that allows for the preparation of carbonyls from primary or secondary alkyl halides with the use of trialkylamine N-oxides, such as N-methylmorpholine N-oxide or trimethylamine N-oxide.[1]

  1. ^ Godfrey, Alexander G.; Ganem, Bruce (1990-05-30). "Ready oxidation of halides to aldehydes using trimethylamine N-oxide in dimethylsulfoxide". Tetrahedron Letters. 31 (34): 4825–4826. doi:10.1016/S0040-4039(00)97742-6.

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Ganem oxidation

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Kornblum oxidation protocol, which was originally developed using dimethyl sulfoxide or pyridine-N-oxide as the nucleophile. The Ganem oxidation has been...

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Aldehyde

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substrates: various sulfoxides (e.g. the Swern oxidation), or amine oxides (e.g., the Ganem oxidation). Sterically-hindered nitroxyls (i.e., TEMPO) can...

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Kornblum oxidation

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pyridine-N-oxide or similar reagents rather than DMSO. The Ganem oxidation built on this latter modification, expanding on the use of various N-oxide reagents...

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List of organic reactions

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Corey–Bakshi–Shibata reduction Corey–Fuchs reaction Corey–Gilman–Ganem oxidation Corey–Kim oxidation Corey-Nicolaou macrolactonization Corey–Posner, Whitesides–House...

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Elias James Corey

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also referred to as the Corey-Suggs reagent, is widely used for the oxidation of alcohols to corresponding ketones and aldehydes. PCC has several advantages...

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Quaternary ammonium cation

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229. Bibcode:1977JChEd..54Q.229H. doi:10.1021/ed054p229.1. Doheny Jr AJ, Ganem B (1980). "Purple benzene revisited". Journal of Chemical Education. 57...

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Potassium permanganate

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229. Bibcode:1977JChEd..54Q.229H. doi:10.1021/ed054p229.1. Doheny Jr AJ, Ganem B (1980). "Purple benzene revisited". J. Chem. Educ. 57 (4): 308. Bibcode:1980JChEd...

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Protecting group

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Removed by acid, hydrogenolysis, or oxidation – commonly with DDQ. p,m‑Dimethoxybenzyl ether — Removed via oxidation with DDQ or ceric ammonium chloride...

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Epoxidation of allylic alcohols

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(22): 5287–5298. doi:10.1016/S0040-4020(01)87705-X. McKittrick, Brian A.; Ganem, Bruce (1985). "Syn-stereoselective epoxidation of allylic ethers using...

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Madeira

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Macaronesia. Gündüz, İ.; Auffray, J.-C.; Britton-Davidian, J.; Catalan, J.; Ganem, G.; Ramalhinho, M. G.; Mathias, M. L.; Searle, J. B. (August 2001). "Molecular...

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Chemoproteomics

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of Oxidation also rests upon the assumption that ligand binding confers protection to proteins from manners of degradation, this time from oxidation of...

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House mouse

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1095-8312.2005.00445.x. Gündüz I, Auffray JC, Britton-Davidian J, Catalan J, Ganem G, Ramalhinho MG, Mathias ML, Searle JB (August 2001). "Molecular studies...

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Transcription factor Jun

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PMC 2832973. PMID 20053993. Mariani O, Brennetot C, Coindre JM, Gruel N, Ganem C, Delattre O, Stern MH, Aurias A (April 2007). "JUN oncogene amplification...

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Isomerase

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one part of the molecule to another. In other words, they catalyze the oxidation of one part of the molecule and the concurrent reduction of another part...

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