Enantioselective dioxygenase-catalysed formation and thermal racemisation of chiral thiophene sulfoxides

被引:27
作者
Boyd, DR [1 ]
Sharma, ND [1 ]
Haughey, SA [1 ]
Malone, JF [1 ]
McMurray, BT [1 ]
Sheldrake, GN [1 ]
Allen, CCR [1 ]
Dalton, H [1 ]
机构
[1] UNIV WARWICK,DEPT BIOL SCI,COVENTRY CV4 7AL,W MIDLANDS,ENGLAND
关键词
D O I
10.1039/cc9960002363
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Substituted chiral thiophene 1-oxides and their cycloadducts of variable enantiopurity have been isolated as products of dioxygenase-catalysed sulfoxidation of the corresponding thiophenes using intact cells of Pseudomonas putida; thermal racemization (Delta G(double dagger) = 25.1 kcal mol(-1)) of the enantiopure metabolite (1R)-2-methylbenzo[b]thiophene 1-oxide has been observed.
引用
收藏
页码:2363 / 2364
页数:2
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