Methane Monooxygenase Models

Hu, Zhengbo; Goran, Sergiu M.

doi:10.1142/9781848160699_0006

Biomimetic Oxidations Catalyzed by Transition Metal Complexes 2000

DOI: 10.1142/9781848160699_0006

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Methane Monooxygenase Models

Zhengbo Hu¹,

Sergiu M. Goran²

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2006

2007

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Cited by 2 publications

References 37 publications

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Flavin‐Catalyzed Oxidation of Amines and Sulfides with Molecular Oxygen: Biomimetic Green Oxidation

Imada

Iida

Ono

et al. 2006

Chemistry An Asian Journal

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Flavin-catalyzed green oxidation of heteroatom compounds such as sulfides and amines with molecular oxygen and even air in the presence of hydrazine monohydrate in a fluorous solvent such as 2,2,2-trifluoroethanol at room temperature gives the corresponding oxidation products highly efficiently and selectively along with water and molecular nitrogen, which are environmentally benign by-products. The proposed reaction mechanism is based on the kinetics, solvent effect, and redox properties of flavin catalysts.

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Flavin‐Catalyzed Oxidation of Amines and Sulfides with Molecular Oxygen: Biomimetic Green Oxidation

Imada

Iida

Ono

et al. 2006

Chemistry An Asian Journal

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A Predictably Selective Aliphatic C–H Oxidation Reaction for Complex Molecule Synthesis

Chen

White

2007

Science

1,191

685

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Realizing the extraordinary potential of unactivated sp3 C-H bond oxidation in organic synthesis requires the discovery of catalysts that are both highly reactive and predictably selective. We report an iron (Fe)-based small molecule catalyst that uses hydrogen peroxide (H2O2) to oxidize a broad range of substrates. Predictable selectivity is achieved solely on the basis of the electronic and steric properties of the C-H bonds, without the need for directing groups. Additionally, carboxylate directing groups may be used to furnish five-membered ring lactone products. We demonstrate that these three modes of selectivity enable the predictable oxidation of complex natural products and their derivatives at specific C-H bonds with preparatively useful yields. This type of general and predictable reactivity stands to enable aliphatic C-H oxidation as a method for streamlining complex molecule synthesis.

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Methane Monooxygenase Models

Cited by 2 publications

References 37 publications

Flavin‐Catalyzed Oxidation of Amines and Sulfides with Molecular Oxygen: Biomimetic Green Oxidation

Flavin‐Catalyzed Oxidation of Amines and Sulfides with Molecular Oxygen: Biomimetic Green Oxidation

A Predictably Selective Aliphatic C–H Oxidation Reaction for Complex Molecule Synthesis

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