1728-37-6Relevant articles and documents
Triisobutylaluminun (TIBA) as a reagent to convert 2,2-dimethoxyalkanes to 2-methoxy-1-alkenes
Cabrera, Gustavo,Fiaschi, Rita,Napolitano, Elio
, p. 5867 - 5869 (2007/10/03)
Methanol ketals undergo methanol elimination by reaction with triisobutylaluminum to yield the corresponding less substituted 2-methoxyolefins; the experimental conditions are compatible with the presence of other functional groups.
Chiral 2,2-Disubstituted Cyclohexanones; Annulation via Claisen Rearrangement Products
Grattan, T. J.,Whitehurst, J. S.
, p. 11 - 18 (2007/10/02)
The methyl enol ether of 2-methylcyclohexanone reacts regiospecifically with the optical active forms of but-3-yn-2-ol and but-3-en-2-ol. (R)-But-3-yn-2-ol yields an approximately 4:1 mixture of (R)-2-methyl-2-(R-buta-1,2-dienyl)cyclohexanone and the corresponding SR compound.By contrast the but-3-en-2-ol reaction is ca. 96percent enantioselective; (R)-but-3-en-2-ol gives (R)-2-(trans-but-2-enyl)-2-methylcyclohexanone and (S)-but-3-en-2-ol gives the corresponding (S)-cyclohexanone.These Claisen rearrangement products have been transformed into Robinson-type annulated ketones.Cleavage of some highly hindered esters has been carried out efficiently by sodium methylsulphinyl-methanide in dimethyl sulphoxide.
A FACILE PREPARATION OF METHYL ENOL ETHERS FROM ACETALS AND KETALS USING TRIMETHYLSILYL IODIDE
Miller, R.D.,McKean, D.R.
, p. 323 - 326 (2007/10/02)
Acetals and ketals are converted in high yields to the corresponding methyl vinyl ethers by treatment with trimethylsilyl iodide in the presence of hexamethyldisilazane at room temperature or below.
