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5-Deoxy-5-Fluoro-D-Glucofuranose and -L-Idofuranose Synthesis and NMR Studies

 

作者: R. Albert,   K. Dax,   S. Seidl,   H. Sterk,   A.E. Stütz,  

 

期刊: Journal of Carbohydrate Chemistry  （Taylor Available online 1985）
卷期: Volume 4, issue 4  

页码: 513-520

 

ISSN:0732-8303

 

年代: 1985

 

DOI:10.1080/07328308508082673

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

Starting from 1,2-O-isopropylidene-α-D-gluco- and -β-L-ido-furanurono-6,3-lactone, 5-deoxy-5-fluoro-α/β-D-gluco- and -L-idofuranose, respectively, were prepared by the following sequence of reactions: trifluoromethanesulfonylation, nucleophilic substitution with inversion of configuration, lactone reduction and deprotection. On the basis of H-H-, H-C-, H-F-, and C-F-couplings, the stereochemistry of the products is discussed.

 

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