The oxidn. of bicyclo[2.1.0]pentane by isolated dimethyldioxirane and by the more powerful methyl(trifluoromethyl)dioxirane, affords selectively, the corresponding endo-2 alc. along with the 2,3-diol in high yield, and no rearrangement products; this suggests that a concerted O-insertion mechanism should be preferred over radical pathways.
On the hydroxylation of bicyclo[2.1.0]pentane using dioxiranes
Fusco C
2001
Abstract
The oxidn. of bicyclo[2.1.0]pentane by isolated dimethyldioxirane and by the more powerful methyl(trifluoromethyl)dioxirane, affords selectively, the corresponding endo-2 alc. along with the 2,3-diol in high yield, and no rearrangement products; this suggests that a concerted O-insertion mechanism should be preferred over radical pathways.File in questo prodotto:
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