The bicyclic core 6 of zaragozic acid C (7) was prepared by the epoxide cyclisation reaction 21 --4 22 --~ 15. Acetal 15 was also obtained by acid-promoted rearrangement of the isomeric acetal 19.
Studies towards the synthesis of the highly oxygenated bicyclic core of zaragozic acid1: Incorporation of three quaternary chiral carbon centres
β Scribed by M.K Gurjar; S.K Das; A.C Kunwar
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 184 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0040-4039
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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.
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