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Novel synthesis of ynolates via the cleavage of ester dianions: α-Bromo and α,α-dibromo esters as precursors

✍ Scribed by Mitsuru Shindo; Yusuke Sato; Kozo Shishido

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
690 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

Ynolates have been synthesized via the thermally-inducedcleavage of ester dianions. The key intermediates, ester dianions, were generated from ~t -bromocarboxylic acid ester enolates via lithium halogen exchange, ot,~-Dibromocarboxylic acid ester also gives lithium amide free ynolates by addition of tert-BuLi. The reactions of ynolates, generated by this novel and convenient method, with aldehydes to give ~-Iactons ~-e discussed.

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ChemInform Abstract: Novel Synthesis of
ChemInform Abstract: Novel Synthesis of Ynolates via the Cleavage of Ester Dianions: α-Bromo and α,α-Dibromo Esters as Precursors.
✍ M. SHINDO; Y. SATO; K. SHISHIDO 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

Novel Synthesis of Ynolates via the Cleavage of Ester Dianions: α-Bromo and α,α-Dibromo Esters as Precursors. -Thermal cleavage of ester dianions generated from readily available α-bromo-and α,α-dibromo esters offers a new and convenient method to prepare lithium ynolates. The ynolates react with al