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Highly stereocontrolled synthesis of some polyfunctionalized cyclohexenes. A short formal total synthesis of (.+-.)-chorismic acid

✍ Scribed by Posner, Gary H.; Haces, Alberto; Harrison, Wayne; Kinter, Chris M.


Book ID
126788107
Publisher
American Chemical Society
Year
1987
Tongue
English
Weight
875 KB
Volume
52
Category
Article
ISSN
0022-3263

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Stereocontrolled synthesis of highly fun
✍ Gary H. Posner; Todd D. Nelson πŸ“‚ Article πŸ“… 1990 πŸ› Elsevier Science 🌐 French βš– 861 KB

A convenient and mild thermal procedure has been developed for stereoselective 2+4-cycloadditions of electron-rich 1,2-dioxygenated olefins 7 to electron-deficient 3-sulfonyl-2-pyrone 6 allowing isolation of the structurally and stereochemically rich initial bicyclic adducts 8. These bicyclic adduct