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A novel synthetic route to the hexahydrobenzofuran subunit of the avermectins and milbemycins

✍ Scribed by Stephen Hanessian; Pierre Beaulieu; Daniel Dubé

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
246 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

Radical-induced intramolecular Michael cyclization of a bromovinyl-type appendage onto a functionalized cyclohexene carboxylic acid derivative produces the corresponding oxahydrindanes which can be transformed into oxahydrindenes (hexahydrobensofurans) related to the title compounds. (-)-Quinic acid is a useful optically active precursor.

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