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The alkylation of a novel acetal derived from (2R,3R)-(+)-tartaric acid: An unexpected rearrangement

✍ Scribed by M.Teresa Barros; Anthony J. Burke; Christopher D. Maycock

Book ID: 104260600
Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 219 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)02650-1

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✦ Synopsis

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 dioxolane 3b.

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