Aryl-substituted epoxides undergo smooth rearrangement in the presence of 0.01-0.1 mol% Bi(OTf)3·xH2O. The rearrangement is regioselective with aryl-substituted epoxides, and products arise from cleavage of the benzylic C-O bond. The highly catalytic nature of this method coupled with the fact that the reagent is relatively non-toxic, easy to handle and inexpensive make it an attractive alternative to more corrosive and toxic Lewis acids, such as BF3·Et2O, currently used to effect epoxide rearrangements.
|Original language||English (US)|
|Number of pages||4|
|State||Published - Nov 12 2001|
- Bismuth and compounds
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry