Nitroalkanes, cerium ammonium nitrate

One-electron oxidation of the p-allyloxy nitroalkane (85) by cerium ammonium nitrate (CAN) produces a tetrahydrofuran derivative (86) (eq. 3.31). 

Preparation of a-fluoro ketones or aldehydes can also be achieved by cerium ammonium nitrate oxidation of the corresponding silyl nitronates. C-acylation compounds derived from nitroalkanes can be... 

The photochemical cyclisation of p.y-unsaturated ketoximes to 2-isoxazolines, e.g., 16—>17, has been reported <95RTC514>. 2-Isoxazolines are obtained from alkenes and primary nitroalkanes in the presence of ammonium cerium nitrate and formic acid <95MI399>. Treatment of certain 1,3-diketones with a nitrating mixture generates acyl nitrile oxides, which can be trapped in situ as dipolar cycloadducts (see Scheme 3) <96SC3401>. 

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See also in sourсe #XX -- [ ]

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