ISSN:
0009-2940
Keywords:
Epoxidation
;
Dioxiranes
;
Ketones, α,β-unsaturated
;
(E)-Chalcones
;
(E)-2′-Hydroxychalcones
;
2-Cycloen-1-ones
;
Caroate
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The synthesis of epoxides 3a - r is achieved in excellent yields by reaction of the α,β-unsaturated ketones 1a-c, 4,4′-disubstituted (E)-chalcones 1d-o, and 2′-hydroxy-4-substituted (E)-chalcones 1p - r with isolated dimethyldioxirane (2a) (as acetone solution) and/or in situ generated ethyl(methyl)dioxirane (2b). This method constitutes a useful alternative to the Weitz-Scheffer epoxidation (alkaline H2O2) of such electronpoor substrates.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240134
