Heterocyclic Communications p. 11 - 14 (2008)
Update date:2022-08-10
Topics:
Jones, Janet W.
Vasquez, Pedro C.
Baumstark
The oxidation of a series of alkyl benzyl ethers, 2a-e, by dimethyldioxirane, 1 (in excess), in dried acetone at 23 °C (under N 2) produced benzaldehyde and the corresponding alcohols in excellent yields. The reaction was found to be of the second order, yielding k2 values on the order of 10-2 M-1 s-1. A decrease in the k2 values was observed with increased alkyl group size yielding a Taft p* value of 0.98.
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