THE MECHANISTIC MODE OF OXIDATION OF SUBSTITUTED N,N-DIMETHYLANILINES, THIOANISOLES, AND METHYL PHENYL SULFOXIDES BY 5-ETHYL-4a-HYDROPEROXY-3-METHYL-LUMIFLAVIN (4a-FlEt-OOH)

DOI: 10.1016/S0040-4039(00)81631-7

Source and publish data:

Tetrahedron Letters p. 1265 - 1268 (1983)

Update date:2022-08-04

Topics:

Authors:

Oae, Shigeru

Asada, Kaoru

Yoshimura, Toshiaki

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Article abstract of DOI:10.1016/S0040-4039(00)81631-7

In the oxidation of the title compounds, 5-ethyl-4a-hydroperoxy-3-methyl-lumiflavin (4a-FlEt-OOH), was found to be an electrophilic oxidant similar to m-chloroperoxybenzoic acid.However, the stereoselectivity of the oxidation of cyclic sulfides to the corresponding sulfoxides by 4a-FlEt-OOH was less pronounced than that of the oxygenation with flavin-containing monooxygenase.

Full text of DOI:10.1016/S0040-4039(00)81631-7

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