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Aldol reactions of the dianion of β-keto esters

✍ Scribed by S.N. Huckin; Larry Weiler

Publisher
Elsevier Science
Year
1971
Tongue
French
Weight
169 KB
Volume
12
Category
Article
ISSN
0040-4039

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✦ Synopsis

Recently we developed an efficient proceedure to alkylate B-keto esters at the Y carbon.

1 This involved treating the starting 8-keto ester with one equivalent of sodium hydride, then with one equivalent of n-butyllithium to give the dianion &, and finally alkylation at the more nucleophilic terminal carbon (eq. 1). Subsequently we found that reaction

📜 SIMILAR VOLUMES

Lactone synthesis via the intramolecular
Lactone synthesis via the intramolecular alkylation of β-keto ester dianions
✍ Russell J. Sims; Samuel A. Tischler; Larry Weiler 📂 Article 📅 1983 🏛 Elsevier Science 🌐 French ⚖ 192 KB

Long chain m-halo B-keto esters yield macrocyclic B-keto lactones. British Columbia, Vancouver, B.C., Canada V6T lY6 undergo intramolecular alkylation via the dianions to Since the isolation of exaltolide (pentadecanolide) by Kerschbauml fifty-five years ago, a large number of macrocyclic lactones h