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Aerobic Metal-Free Dioxygenation of Alkenes with tert-Butyl Nitrite and N-Hydroxylamines.

ABSTRACT: Metal-free dioxygenation of alkenes with tert-butyl nitrite and N-hydroxylamines (N-hydroxyphthalimide, N-hydroxybenzotriazole, and N-hydroxysuccinimide) is described to produce ?-aminoxy nitrate esters using air as the oxidant. These organic nitrates can be readily converted into 1,2-diols and 1,2-diketone with broad substrate scope and functional group diversity.

SUBMITTER: Bag R

PROVIDER: S-EPMC6644589 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature

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Aerobic Metal-Free Dioxygenation of Alkenes with tert-Butyl Nitrite and N-Hydroxylamines.

Bag Raghunath R Sar Dinabandhu D Punniyamurthy Tharmalingam T

ACS omega 20170929 9

Metal-free dioxygenation of alkenes with tert-butyl nitrite and N-hydroxylamines (N-hydroxyphthalimide, N-hydroxybenzotriazole, and N-hydroxysuccinimide) is described to produce β-aminoxy nitrate esters using air as the oxidant. These organic nitrates can be readily converted into 1,2-diols and 1,2-diketone with broad substrate scope and functional group diversity. ...[more]

PMID: 31457873

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