IRIS publication 132615233
Copper-Catalyzed Asymmetric Oxidation of Sulfides.
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TY - JOUR - O'Mahony GE, Ford A, Maguire AR - 2012 - March - The Journal of Organic Chemistry - Copper-Catalyzed Asymmetric Oxidation of Sulfides. - Published - Altmetric: 1 () - Copper-catalyzed asymmetric sulfoxidation of aryl benzyl and aryl alkyl sulfides, using aqueous hydrogen peroxide as the oxidant, has been investigated. A relationship between the steric effects of the sulfide substituents and the enantioselectivity of the oxidation has been observed, with up to 93% ee for 2-naphthylmethyl phenyl sulfoxide, in modest yield in this instance (up to 30%). The influence of variation of solvent and ligand structure was examined, and the optimized conditions were then used to oxidize a number of aryl alkyl and aryl benzyl sulfides, producing sulfoxides in excellent yields in most cases (up to 92%), and good enantiopurities in certain cases (up to 84% ee). - 10.1021/jo2026178 DA - 2012/03 ER -
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@article{V132615233, = {O'Mahony GE, Ford A and Maguire AR }, = {2012}, = {March}, = {The Journal of Organic Chemistry}, = {Copper-Catalyzed Asymmetric Oxidation of Sulfides.}, = {Published}, = {Altmetric: 1 ()}, = {{Copper-catalyzed asymmetric sulfoxidation of aryl benzyl and aryl alkyl sulfides, using aqueous hydrogen peroxide as the oxidant, has been investigated. A relationship between the steric effects of the sulfide substituents and the enantioselectivity of the oxidation has been observed, with up to 93% ee for 2-naphthylmethyl phenyl sulfoxide, in modest yield in this instance (up to 30%). The influence of variation of solvent and ligand structure was examined, and the optimized conditions were then used to oxidize a number of aryl alkyl and aryl benzyl sulfides, producing sulfoxides in excellent yields in most cases (up to 92%), and good enantiopurities in certain cases (up to 84% ee).}}, = {10.1021/jo2026178}, source = {IRIS} }
Data as stored in IRIS
AUTHORS | O'Mahony GE, Ford A, Maguire AR | ||
YEAR | 2012 | ||
MONTH | March | ||
JOURNAL_CODE | The Journal of Organic Chemistry | ||
TITLE | Copper-Catalyzed Asymmetric Oxidation of Sulfides. | ||
STATUS | Published | ||
TIMES_CITED | Altmetric: 1 () | ||
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ABSTRACT | Copper-catalyzed asymmetric sulfoxidation of aryl benzyl and aryl alkyl sulfides, using aqueous hydrogen peroxide as the oxidant, has been investigated. A relationship between the steric effects of the sulfide substituents and the enantioselectivity of the oxidation has been observed, with up to 93% ee for 2-naphthylmethyl phenyl sulfoxide, in modest yield in this instance (up to 30%). The influence of variation of solvent and ligand structure was examined, and the optimized conditions were then used to oxidize a number of aryl alkyl and aryl benzyl sulfides, producing sulfoxides in excellent yields in most cases (up to 92%), and good enantiopurities in certain cases (up to 84% ee). | ||
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DOI_LINK | 10.1021/jo2026178 | ||
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