학술논문
Chemoselective and Diastereoconvergent Cu(II)-Catalyzed Aerobic Endoperoxidation of Polycarbonyls.
Document Type
Article
Source
Subject
*CARBONYL compounds
*CHEMOSELECTIVITY
*OXYGEN
*STOICHIOMETRY
*HYDROGENOLYSIS
*OXIDATION
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Language
ISSN
1523-7060
Abstract
The diastereoconvergent synthesis of spirocyclic endoperoxides using a Meldrum's acid scaffold has been accomplished by employing readily available feedstock chemicals. Site selective C-H oxidation of the bis(β-dicarbonyl) substrates was performed using elemental oxygen as the stoichiometric oxidant and a commercial Cu(II) catalyst. Sequential hydrogenolysis and ionic reduction of these endoperoxides provided fully substituted tetrahydrofurans in high yields and diastereoselectivity. [ABSTRACT FROM AUTHOR]