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Updated: May 30, 2026
08:25
Measuring Nitrite and Nitrate, Metabolites in the Nitric Oxide Pathway, in Biological Materials using the Chemiluminescence Method
Published on: December 25, 2016
Metal nitrite: a powerful oxidizing reagent
Mahiuddin Baidya1, Hisashi Yamamoto
1Department of Chemistry, The University of Chicago, Illinois 60637, United States.
Journal of the American Chemical Society
|August 12, 2011
Summary
Researchers developed a straightforward method using Lewis acids and metal nitrites for oxidation reactions. This technique efficiently synthesizes amino acid and peptide derivatives via C-C bond cleavage of silyl enol ethers.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Nitroso reagents are crucial in organic synthesis.
- Efficient and mild oxidation methods are continuously sought.
- Silyl enol ethers are versatile synthetic intermediates.
Purpose of the Study:
- To describe an efficient and simple source of nitroso reagents.
- To explore their application in oxidation reactions.
- To synthesize amino acid and peptide derivatives.
Main Methods:
- Utilizing a combination of Lewis acid and metal nitrite.
- Application to the oxidation of silyl enol ethers.
- In situ C-C bond cleavage of fully substituted silyl enol ethers.
Main Results:
- An efficient and simple method for generating nitroso reagents was established.
- The developed method effectively oxidized silyl enol ethers.
- Amino acid and peptide derivatives were successfully synthesized.
Conclusions:
- The Lewis acid and metal nitrite system provides a facile route to nitroso reagents.
- This methodology enables efficient oxidation of silyl enol ethers.
- The approach offers a convenient pathway for accessing valuable amino acid and peptide derivatives.
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