‘Reductive ozonolysis’ via a new fragmentation of carbonyl oxides
نویسندگان
چکیده
منابع مشابه
“Reductive ozonolysis” via a new fragmentation of carbonyl oxides
This account describes the development of methodologies for ‘reductive’ ozonolysis, the direct ozonolytic conversion of alkenes into carbonyl groups without the intermediacy of 1,2,4-trioxolanes (ozonides). Ozonolysis of alkenes in the presence of DMSO produces a mixture of aldehyde and ozonide. The combination of DMSO and Et3N results in improved yields of carbonyls but still leaves unacceptab...
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Methyl vinyl carbonyl oxide is an important intermediate in the reaction of isoprene and ozone and may be responsible for most of the (*)OH formed in isoprene ozonolysis. We use CBS-QB3 calculations and RRKM/master equation simulations to characterize all the pathways leading to the formation of this species, all the interconversions among its four possible conformers, and all of its irreversib...
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15 صفحه اولPyridine is an organocatalyst for the reductive ozonolysis of alkenes.
Whereas the cleavage of alkenes by ozone typically generates peroxide intermediates that must be decomposed in an accompanying step, ozonolysis in the presence of pyridine directly generates ketones or aldehydes through a process that neither consumes pyridine nor generates any detectable peroxides. The reaction is hypothesized to involve nucleophile-promoted fragmentation of carbonyl oxides vi...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2006
ISSN: 0040-4020
DOI: 10.1016/j.tet.2006.08.092