首页   按字顺浏览 期刊浏览 卷期浏览 Nickel(II)-Catalysed Transformations of 5-Azido-5-deoxy-d-glucofuranose and of 5-Azido-...
Nickel(II)-Catalysed Transformations of 5-Azido-5-deoxy-d-glucofuranose and of 5-Azido-5-deoxy-l-idofuranose

 

作者: Philipp Hadwiger,   Andreas Lechner,   ArnoldE. Stütz,  

 

期刊: Journal of Carbohydrate Chemistry  (Taylor Available online 1998)
卷期: Volume 17, issue 2  

页码: 241-247

 

ISSN:0732-8303

 

年代: 1998

 

DOI:10.1080/07328309808002325

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

Nickel(II) catalysed isomerisation reactions of C-5 modified derivatives of D-glucose as well as L-idose were investigated. 5-Azido-5-deoxy-D-glucofuranose was successfully isomerised into the corresponding D-mannoepimer in good yields. Contrasting this result, in the case of the 5-modified L-idofuranose probed, no evidence for successful epimerisation at C-2 could be found. However, this sugar was quantitatively rearranged into the corresponding L-sorbopyranose. Upon extended reaction periods, the latter underwent degradation to give the coresponding 4-modified methyl L-xylonate.

 

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