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Lithium enediolates and dienediolates of carboxylic acids in synthesis: Alkylation with secondary halides

✍ Scribed by Eva M. Brun; Salvador Gil; Ramón Mestres; Margarita Parra


Book ID
104208964
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
947 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis


High yields in the alkylation of dianions of ex,l~-unsaturated carboxylic acids with secondary halides can be obtained despite elimination reactions occurring, cx-Regioseleetivity for the alkylation of but-2-enoic acids (1-4) is seldom obtained. Although double bond stereoselectivity is higher than 99% for ?-alkylated products, stereoselectivity is rather poor for most of the ct-alkylated products.


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ChemInform Abstract: Enediolates and Die
✍ E. M. BRUN; S. GIL; R. MESTRES; M. PARRA; F. VILLAR 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 40 KB 👁 1 views

Enediolates and Dienediolates of Carboxylic Acids in Synthesis. Synthesis of β,γ-Epoxyacids from α-Chloroketones. -Lithium dienolates of saturated acids (I) and (XII) react with α-chloroketones to produce highly substituted β,γ-epoxyacids as the major products in most cases. Unsaturated acids such a