Fine regioselective tuning in the oxidation of sec,sec 1,2-diols by dimethyldioxirane

DOI: 10.1016/0040-4020(96)00615-1

Source and publish data:

Tetrahedron p. 10969 - 10978 (1996)

Update date:2022-08-04

Topics:

Authors:

Bovicelli, Paolo

Sanetti, Anna

Lupattelli, Paolo

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Article abstract of DOI:10.1016/0040-4020(96)00615-1

Non-symmetric sec,sec 1,2-diols and their o-isopropylidene derivatives undergo a regioselective oxidation by dimethyldioxirane depending on the electronic effects of the substituents. These results support previous views about the concerted O-insertion mechanism via a polar transition state.

Full text of DOI:10.1016/0040-4020(96)00615-1

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