Isolation of a stable benzene oxide from a fungal biotransformation and evidence for an 'NIH shift' of the carbomethoxy group during hydroxylation ofmethyl benzoates

Authors
Boyd, DR Hamilton, JTG Sharma, ND Harrison, JS McRoberts, WC Harper, DB
Citation
Dr. Boyd et al., Isolation of a stable benzene oxide from a fungal biotransformation and evidence for an 'NIH shift' of the carbomethoxy group during hydroxylation ofmethyl benzoates, CHEM COMMUN, (16), 2000, pp. 1481-1482
Citations number
25
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
16
Year of publication
2000
Pages
1481 - 1482
Database
ISI
SICI code
1359-7345(2000):16<1481:IOASBO>2.0.ZU;2-U
Abstract
Substituted methyl benzoates are biotransformed in the fungus Phellinus rib is by enzyme-catalysed epoxidation to yield an isolable benzene oxide and t ransient benzene oxides, whose presence was inferred from isomerisation to the corresponding methyl salicylates with concomitant migration of the carb omethoxy group.