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A New Sugar-Derived Tetrahydrothiazepine Obtained by Thermolysis from Peracetylated 5-Thio-D-Xylopyranosyl Azides

 

作者: Jean-Pierre Praly,   Georg Hetzer,   Michaela Steng,  

 

期刊: Journal of Carbohydrate Chemistry  (Taylor Available online 1999)
卷期: Volume 18, issue 7  

页码: 833-840

 

ISSN:0732-8303

 

年代: 1999

 

DOI:10.1080/07328309908544038

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

Both α- and β-anomers of acetylated 5-thio-D-xylopyranosyl azide lead upon thermolysis to a new sugar-derived tetrahydrothiazepine. This compound arises from a ring expansion involving the preferred migration of the ring sulfur atom, which probably assists the decomposition of the azido group with departure of molecular nitrogen.

 

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