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      Scalable procedure for the fragmentation of hydroperoxides mediated by copper and iron tetrafluoroborate salts

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          Abstract

          An improved protocol for the formal elimination of propene from organic substrates is reported.

          Abstract

          An improved protocol for the formal elimination of propene from organic substrates is reported. This process entails the ozonolytic conversion of an alkene to a methoxy hydroperoxide which undergoes fragmentation mediated by copper and iron. The use of soluble Cu(BF 4) 2 and Fe(BF 4) 2 results in reproducible results up to a 100 gram scale.

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          Most cited references 36

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          Synthesis of .alpha.,.beta.-unsaturated carbonyl compounds by palladium(II)-catalyzed dehydrosilylation of silyl enol ethers

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            Organoselenium chemistry. Conversion of ketones to enones by selenoxide syn elimination

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              Formation of remote double bonds by ferrous sulfate-cupric acetate promoted decomposition of alkyl hydroperoxides

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                Author and article information

                Journal
                OBCRAK
                Organic & Biomolecular Chemistry
                Org. Biomol. Chem.
                Royal Society of Chemistry (RSC)
                1477-0520
                1477-0539
                2016
                2016
                : 14
                : 26
                : 6197-6200
                Affiliations
                [1 ]Department of Chemistry
                [2 ]Yale University
                [3 ]New Haven
                [4 ]USA
                Article
                10.1039/C6OB00941G
                © 2016
                Product
                Self URI (article page): http://xlink.rsc.org/?DOI=C6OB00941G

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