Regioselective glycosylation of neamine core: a facile entry to kanamycin B related analogues

Chien-Hung Chou; Chung-Shieh Wu; Ching-Hui Chen; Lung-Dai Lu; Suvarn S Kulkarni; Chi-Huey Wong; Shang-Cheng Hung

doi:10.1021/ol0363927

Regioselective glycosylation of neamine core: a facile entry to kanamycin B related analogues

Org Lett. 2004 Feb 19;6(4):585-8. doi: 10.1021/ol0363927.

Authors

Chien-Hung Chou¹, Chung-Shieh Wu, Ching-Hui Chen, Lung-Dai Lu, Suvarn S Kulkarni, Chi-Huey Wong, Shang-Cheng Hung

Affiliation

¹ Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan.

PMID: 14961629
DOI: 10.1021/ol0363927

Abstract

[reaction: see text] Introduction of a sugar unit at either the O5 or O6 position of various neamine derivatives in excellent selectivity and yields is described here. Application to the synthesis of kanamycin analogues is also highlighted.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aminoglycosides / chemical synthesis*
Aminoglycosides / chemistry*
Catalysis
Glycosylation
Indicators and Reagents
Kanamycin / analogs & derivatives*
Kanamycin / chemical synthesis*
Molecular Structure
Stereoisomerism

Substances

Aminoglycosides
Indicators and Reagents
bekanamycin
Kanamycin