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Stereocontrolled construction of the hexahydrobenzofuran subunit of the avermectins and the milbemycins: the Aldol strategy

✍ Scribed by Hirama, Masahiro; Noda, Takeshi; Ito, Sho; Kabuto, Chizuko

Book ID
127386227
Publisher
American Chemical Society
Year
1988
Tongue
English
Weight
395 KB
Volume
53
Category
Article
ISSN
0022-3263

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A novel synthetic route to the hexahydro
A novel synthetic route to the hexahydrobenzofuran subunit of the avermectins and milbemycins
✍ Stephen Hanessian; Pierre Beaulieu; Daniel DubΓ© πŸ“‚ Article πŸ“… 1986 πŸ› Elsevier Science 🌐 French βš– 246 KB

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