Practical syntheses of N-substituted 3-hydroxyazetidines and 4-hydroxypiperidines by hydroxylation with Sphingomonas sp HXN-200

被引：46

作者：

Chang, DL

Feiten, HJ

Engesser, KH

van Beilen, JB

Witholt, B

Li, Z ^{[1
]}

机构：

[1] ETH Honggerberg, Inst Biotechnol, CH-8093 Zurich, Switzerland

[2] Univ Stuttgart, Inst Siedlungswasserbau Wassergute & Abfallwirtsc, D-70569 Stuttgart, Germany

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 11期

关键词：

D O I：

10.1021/ol025829s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Hydroxylation of N-substituted azetidines 11 and 12 and piperidines 15-19 with Sphingomonas sp. HXN-200 gave 91-98% of the corresponding 3-hydroxyazetidines 13 and 14 and 4-hydroxypiperidines 20-24, respectively, with high activity and excellent regioselectivity. High yields and high product concentrations (2 g/L) were achieved with frozen/thawed cells as biocatalyst. For the first time, rehydrated lyophilized cells were successfully used for the biohydroxylation.

引用

页码：1859 / 1862

页数：4

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