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Dioxirane Epoxidation of α,β-Unsaturated Ketones

✍ Scribed by Adam, Waldemar ;Hadjiarapoglou, Lazaros ;Smerz, Alex

Publisher
Wiley (John Wiley & Sons)
Year
1991
Tongue
English
Weight
717 KB
Volume
124
Category
Article
ISSN
0009-2940

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✦ Synopsis

2-Cycloen-1 -ones / Caroate

The synthesis of epoxides 3ar is achieved in excellent yields by reaction of the a,P-unsaturated ketones l a -c , 4,4'-disubstituted (E)-chalcones 1 d -0 , and 2'-hydroxy-4-substituted (E)chalcones l p -r with isolated dimethyldioxirane (2a) (as ac-etone solution) and/or in situ generated ethyl(methy1)dioxirane (2b). This method constitutes a useful alternative to the Weitz-Scheffer epoxidation (alkaline H202) of such electronpoor substrates.

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## Abstract For Abstract see ChemInform Abstract in Full Text.