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A new and stereospecific synthesis of an inositol analogue: bis-homoinositol
Date
2003-03-17
Author
Kara, Y
Balcı, Metin
Metadata
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The photooxygenation of trans-8-(acetyloxy)bicyclo[4.2.0]octa-2,4-dien-7-yl acetate afforded the bicyclic endoperoxide. Reduction of the endoperoxide with thiourea followed by acetylation gave the corresponding tetraacetate. The KMnO4 oxidation of the tetraacetate followed by acetylation gave dihydroxytetraacetate Ammonolysis of tetraacetate afforded the bis-homoinositol, bicyclo[4.2.0]octane-2,3,4,5,7,8-hexol.
Subject Keywords
Cyclitols
,
Peroxides
,
Bicyclic aliphatic compounds;
,
Oxidation
URI
https://hdl.handle.net/11511/57146
Journal
TETRAHEDRON
DOI
https://doi.org/10.1016/s0040-4020(03)00209-6
Collections
Graduate School of Natural and Applied Sciences, Article
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Y. Kara and M. Balcı, “A new and stereospecific synthesis of an inositol analogue: bis-homoinositol,”
TETRAHEDRON
, pp. 2063–2066, 2003, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57146.