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Rearrangements in the acid-catalyzed formation of lactones from 2-hydroxynorbornane-2-acetic acid derivatives and related compounds

✍ Scribed by Yates, Peter; Kaldas, Magdy


Book ID
125536133
Publisher
NRC Research Press
Year
1992
Tongue
French
Weight
709 KB
Volume
70
Category
Article
ISSN
0008-4042

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The alkylation of a novel acetal derived
✍ M.Teresa Barros; Anthony J. Burke; Christopher D. Maycock πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 219 KB

The novel chiral bis-acetal dioxane 2a derived from (2R,3R)-(+)-tartaric acid was shown to undergo an unexpected rearrangement upon treatment with lithium amide base to give the chiral dioxolane 3a in optically active form. Alkylation and aldol studies were performed on the diisopropyl ester of this