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

被引:18
作者
Boyd, DR [1 ]
Hamilton, JTG
Sharma, ND
Harrison, JS
McRoberts, WC
Harper, DB
机构
[1] Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland
[2] Dept Agr No Ireland, Belfast BT9 5PX, Antrim, North Ireland
[3] Queens Univ Belfast, Sch Agr & Food Sci, Belfast BT9 5PX, Antrim, North Ireland
关键词
D O I
10.1039/b004314l
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Substituted methyl benzoates are biotransformed in the fungus Phellinus ribis by enzyme-catalysed epoxidation to yield an isolable benzene oxide and transient benzene oxides, whose presence was inferred from isomerisation to the corresponding methyl salicylates with concomitant migration of the carbomethoxy group.
引用
收藏
页码:1481 / 1482
页数:2
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