Enolate ion conformations. Stereochemistry of O-alkylation of ethyl acetoacetate alkali enolates
✍ Scribed by A.L. Kurts; A. Macias; I.P. Beletskaya; O.A. Reutov
- Book ID
- 104248012
- Publisher
- Elsevier Science
- Year
- 1971
- Tongue
- French
- Weight
- 197 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The planar enolate ions of acyclic J3 -dicarbonyl compounds can exist in any one or all of three conformations known ae the "U" -shaped, the sickle-("s'L) shaped and the "W" -shaped
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retarding effect of alkali metal and alkaline-earth metal ions on the rate of intramolecular 0-alkylation of the title compound has been thoroughly investigated in 99% aqueous Me2SO at 25-C. Rate data have been dissected into contributions of free ions (ki) and ion pairs (k. ). Xl Comparison of the
A series of publications has appeared recently which point out the formation of significant quantities of O-isomer in the alkylation of the alkali enolates of p -ketoesters and @-diketones /l-4/. However, in the above referred works /2, 3/, the reactions were carried out with the use of carbonates
## Abstract The __C__ methylation of the carbohydrate‐derived __O__‐chiral esters 5a‐d to derivatives 8 proceeds with (__R__) selection of 1:1 to 10:1 and depends primarily on the base used for enolate generation. Lithium 2,2,6,6‐tetramethylpiperide (LTMP) shows the highest and lithium hexamethyldi