3199-35-7Relevant academic research and scientific papers
-SIGMATROPIC REARRANGEMENTS OF THE ACETOACETATES OF ALLYL ALCOHOLS (CARROLL REACTION) AND ALLYLPHENYL ETHERS (CLAISEN REACTION) ON THE SURFACE OF ADSORBENTS
Pogrebnoi, S. I.,Kal'yan, Yu. B.,Krimer, M. Z.,Smit, V. A.
, p. 733 - 739 (2007/10/02)
A method has been developed for effecting rearrangements of allylacetoacetates to γ,δ-unsaturated ketones (Carroll rearrangement) and allylaryl ethers to the corresponding allylphenols (Claisen rearrangement) under conditions of adsorption on aluminum oxide and silica gel.The method provides a sharp reduction of the temperature of these reactions and improvement of their efficiency.
EFFECT OF STRONG NUCLEOPHILE ON THE DIRECTION OF TRANSFORMATION IN ALKENYL ARYL ETHERS DURING CATALYTIC REARRANGEMENT
Bunina-Krivorukova, L. I.,Feoktistov, V. M.,Aleksandrova, E. K.,Bal'yan, Kh. V.
, p. 745 - 750 (2007/10/02)
The results from the introduction of tetrahydrothiophene into the reaction zone during the catalytic rearrangements of alkenyl aryl ethers demonstrate the possibility of a change in the direction of transformation of the ether from -sigmatropic rearrangement to intermolecular alkenylation of a concurrent strong nucleophile.The heterolytic character of the catalytic intermolecular rearrangement (alkenylation) was confirmed by the formation of alkenylsulfonium salts, the structure of the allyl unit which corresponded to the most thermodynamically stable isomer.
