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On the hydroxylation of bicyclo[2.1.0]pentane using dioxiranes

โœ Scribed by Ruggero Curci; Lucia D'Accolti; Caterina Fusco

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
66 KB
Volume
42
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The oxidation of bicyclo[2.1.0]pentane by isolated dimethyldioxirane and by the more powerful methyl(trifluoromethyl)dioxirane, affords selectively, the corresponding endo-2 alcohol 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.

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