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Catalytic enantioselective oxidations using molecular oxygen.
Matthew S Sigman1, David R Jensen, Sridhar Rajaram
1University of Utah, Department of Chemistry, 315 S 1400 East, Salt Lake City, UT 84112-8500, USA. sigman@chem.utah.edu
Summary
This review highlights catalytic enantioselective oxidations using molecular oxygen. It covers key reactions like alcohol oxidation, epoxidation, and sulfoxidation for greener chemistry.
Area of Science:
- Catalysis
- Organic Chemistry
- Green Chemistry
Background:
- Molecular oxygen is an attractive oxidant due to its atom efficiency, low cost, and environmental benefits.
- Catalytic enantioselective oxidations are crucial for synthesizing chiral molecules.
Purpose of the Study:
- To review catalytic enantioselective oxidations employing molecular oxygen as the terminal oxidant.
- To highlight advancements in aerobic oxidation methodologies.
Main Methods:
- Literature review of catalytic enantioselective oxidation reactions.
- Focus on reactions utilizing molecular oxygen.
Main Results:
- Compilation of aerobic enantioselective variants for alcohol oxidation, Baeyer-Villiger oxidation, dihydroxylation, epoxidation, oxidative biaryl coupling, and sulfoxidation.
- Demonstration of molecular oxygen's versatility as a green oxidant in asymmetric synthesis.
Conclusions:
- Catalytic enantioselective oxidations with molecular oxygen offer sustainable pathways for chiral synthesis.
- Further development in this area promises significant contributions to green chemistry.