0000000000557634

AUTHOR

Carmen Boix

showing 2 related works from this author

Hyperconjugative Control by Remote Substituents of Diastereoselectivity in the Oxygenation of Hydrocarbons.

2000

The oxidation of 2-substituted adamantanes (2) with TFDO (1) is reported. The data show a stereodifferentiation of the chemical environments induced by remote electron-withdrawing substituents which produces remarkable Z/E diastereoselectivity in the oxidation of the tertiary C(5)-H and C(7)-H bonds. The results show a bell-shaped correlation between the Z/E stereoselectivity and the substituent constant sigma(I), which is interpreted in terms of hyperconjugative stabilization of the diastereomeric transition states.

chemistry.chemical_compoundchemistryStereochemistryOrganic ChemistrySubstituentDiastereomerStereoselectivityPhysical and Theoretical ChemistryBiochemistryTransition stateOrganic letters
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The oxidation of alkanes with dimethyldioxirane; a new mechanistic insight

1997

Abstract Primary kinetic isotope effects were measured for the oxidation of cyclohexane and methylcyclohexane with DMDO in solution and in the gas phase. These experiments suggest an electrophilic oxygen insertion mechanism for the oxidation of alkanes by DMDO.

Primary (chemistry)CyclohexaneOrganic Chemistrychemistry.chemical_elementPhotochemistryBiochemistryOxygenchemistry.chemical_compoundchemistryMechanism (philosophy)Drug DiscoveryKinetic isotope effectElectrophileMethylcyclohexaneDimethyldioxiraneTetrahedron Letters
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