A new and stereospecific synthesis of an inositol analogue: bis-homoinositol

Date

2003-03-17

Author

Kara, Y
Balcı, Metin

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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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Citation Formats

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.