83999-44-4Relevant articles and documents
Organocatalytic enantioselective protonation of silyl enolates mediated by cinchona alkaloids and a latent source of HF
Poisson, Thomas,Dalla, Vincent,Marsais, Francis,Dupas, Georges,Oudeyer, Sylvain,Levacher, Vincent
, p. 7090 - 7093 (2008/09/17)
Hidden benefits: The enantioselective organocatalytic protonation of silyl enolates has been achieved by using readily available cinchona alkaloid catalysts (1) and a latent source of HF that delivers "at will" the active catalytic hydrogen fluoride salt
ENANTIOSELECTIVE DEPROTONATION OF TWO RACEMIC CYCLIC CARBONYL COMPOUNDS BY A CHIRAL LITHIUM AMIDE
Eleveld, M. B.,Hogeveen, H.
, p. 631 - 634 (2007/10/02)
The cyclic carbonyl compounds 2 and 8 have been obtained in optical active form (o.y. 46percent and 36percent, respectively) from the racemic compounds by a deprotonation/protonation sequence, using chiral lithium amide 1.The optical activity of 2 is caus
1,5-DICARBONYL COMPOUNDS A GENERAL PREPARATION METHOD
Duhamel, P.,Hennequin, L.,Poirier, J. M.,Tavel, G.,Vottero, C.
, p. 4777 - 4786 (2007/10/02)
In this report, a general method for the preparation of 1,5-dicarbonyl compounds and six membered ring annelation is described.This method involves the reaction of hemiacetal vinylogs 1 with enol ethers 2 or 3 in the presence of a Lewis acid.This reaction was successfully applied to the enol ethers of α and α,α'-hindered ketones such as 2,2,6-trimethyl cyclohexanone. α-Cyperone and 6-epi-α-cyperone were obtained using this process.
Oxidation of Enol Silyl Ethers: Preparation of Aeginetolide, Dihydroactinidiolide, and Actinidiolide
Rubottom, George M.,Juve, Henrik D.
, p. 422 - 425 (2007/10/02)
The preparation of the C11-terpenic lactones aeginetolide (1), dihydroactinidiolide (2), and actinidiolide (3) by using 1,3,3-trimethyl-2-(trimethylsiloxy)cyclohexene (9) as a common precursor is discussed.The key steps in the synthetic route involve the sequential m-chloroperbenzoic acid (MCPBA) oxidation and acetylation of 9 and of the siloxy diene 13 derived from 9.
Tertiobutylation de quelques cetones alicycliques et aliphatiques via leurs ethers d'enol trimethylsilyliques. Influence de l'environnement du carbonyle sur le deroulement de la reaction
Lion, Claude,Dubois, Jacques-Emile
, p. 375 - 379 (2007/10/02)
α-Tertiobutylation of aliphatic ketones via their trimethylsilyl enol ethers has been extended to the alicyclic series.A comparative study of the alkylation of ketones in both series with identical steric hindrance has been undertaken.The efficiency and limits of the reaction have been determinated by progressive substitution α and α' to the carbonyl.