Structure of 1,5-anhydro-D-fructose: X-ray analysis of crystalline acetylated dimeric forms

Article abstract of DOI:10.1080/07328309808001881

Acetylation of 1,5-anhydro-D-fructose under acidic conditions gave two crystalline acetylated dimeric forms, which by X-ray analysis were shown to be diastereomeric spiroketals formed between C-2 and C-2/C-3. The structures of the compounds differed only at the configuration at C-2. Acetylation or benzoylation of 1,5-anhydro-D-fructose in pyridine yielded 3,6-di-O-acetyl-1,5-anhydro-4-deoxy-D-glycero-hex-3-enos-2-ulopyra-nose or crystalline 1,5-anhydro-3,6-di-O-benzoyl-4-deoxy-D-glycero-hex-3-enos-2-ulo-pyranose.

Full text of DOI:10.1080/07328309808001881

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Journal of Carbohydrate Chemistry
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Structure of 1,5-Anhydro-D-fructose:
X-ray Analysis of Crystalline Acetylated
Dimeric Forms
S⊘ren M. Andersen a , Inge Lundt a , Jan Marcussen b , I. S⊘tofte c &
Shukun Yu b
a Department of Organic Chemistry , Technical University of
Denmark , Building 201, DK-2800, Lyngby, Denmark Fax: E-mail:
b Danisco Biotechnology , Danisco A/S , Langebrogade 1, PO Box 17,
DK-1001, Copenhagen K, Denmark
c Department of Chemistry , Technical University of Denmark ,
Building 207, DK-2800, Lyngby, Denmark
Published online: 22 Aug 2006.
To cite this article: S⊘ren M. Andersen , Inge Lundt , Jan Marcussen , I. S⊘tofte & Shukun Yu (1998)
Structure of 1,5-Anhydro-D-fructose: X-ray Analysis of Crystalline Acetylated Dimeric Forms , Journal
of Carbohydrate Chemistry, 17:7, 1027-1035, DOI: 10.1080/07328309808001881
To link to this article: http://dx.doi.org/10.1080/07328309808001881
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