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The kinetics and thermodynamics of bicyclic ketal formation: An application to the synthesis of the zaragozic acids

✍ Scribed by Sayee G. Hegde; David C. Myles

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
653 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

The kinetics and thermodynamics of ketalization of tetrahydroxyketones are examined in the synthesis of the ketal core of zaragozic acid Bx3.

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Studies towards the synthesis of the zar
Studies towards the synthesis of the zaragozic acids: A novel epoxide cyclisation approach to the formation of the bicyclic acetal core
✍ Ian Paterson; Klaus Feßner; M.Raymond V Finlay; Mark F Jacobs πŸ“‚ Article πŸ“… 1996 πŸ› Elsevier Science 🌐 French βš– 253 KB

Model studies towards the bicyclic acetal core 1 of the zaragozic acids, based on the epoxide cyclisation reaction 4 ---) 3, are described. Epoxide 14 provides the desired bicyclic acetal skeleton 16, while epoxide 27 leads through 28 to an isomeric acetal 30.

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Studies Towards the Synthesis of the Zaragozic Acids: A Novel Epoxide Cyclization Approach to the Formation of the Bicyclic Acetal Core. -Model studies towards the synthesis of the bicyclic core of zaragozic acid are reported. The strategy is based on an epoxide cyclization reaction. Thus, treatmen