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Synthesis of bicyclic ketals related to zaragozic acid by a novel photoannulation

✍ Scribed by Kevin D Freeman-Cook; Randall L Halcomb

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
230 KB
Volume
37
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.

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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