Biohydroxylations of Cbz-protected alkyl substituted piperidines by Beauveria bassiana ATCC 7159

被引:18
作者
Aitken, SJ [1 ]
Grogan, G [1 ]
Chow, CSY [1 ]
Turner, NJ [1 ]
Flitsch, SL [1 ]
机构
[1] Univ Edinburgh, Dept Chem, Ctr Prot Technol, Edinburgh EH9 3JJ, Midlothian, Scotland
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 20期
关键词
D O I
10.1039/a805800h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Benzyloxycarbonyl (Cbz) protected piperidines are hydroxylated with greater regioselectivity than the corresponding N-benzoyl analogues when incubated with the fungus Beauveria bassiana ATCC 7159. Cbz-protected piperidines 1-3, 5-7, have been biotransformed by growing cell suspensions of this fungus to yield predominantly 4-hydroxylated products in up to 48% yield. The regiospecificity of hydroxylation was only compromised significantly with N-Cbz-3-methylpiperidine 3 and N-Cbz-2-methylpiperidine 4 where hydroxylation occurred in both the 3 and 4 positions.
引用
收藏
页码:3365 / 3370
页数:6
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