6518-04-3Relevant academic research and scientific papers
Ambident Reactivity of Medium-Ring Cycloalkane-1,3-dione Enolates
Thompson, Glenn S.,Hirsch, Jerry A.
, p. 1098 - 1101 (2007/10/03)
Cycloalkane-1,3-diones with ring sizes 7-10 have been converted to their enolates and subjected to a variety of ethylation and methylation reagent/solvent systems. The greatest amount of O-alkylation was encountered using ethyl tosylate in HMPA. The O/C alkylation ratios decreased with almost every reagent/solvent system as the ring size was increased. This trend is consistent with greater steric strain in the conjugated enolate resonance contributor, resulting in diminished O-attack as the ring size is increased.
A FACILE SYNTHESIS OF 1,3-CYCLOALKADIONES
Nishiguchi, Ikuzo,Hirashima, Tsuneaki,Shono, Tatsuya,Sasaki, Manji
, p. 551 - 554 (2007/10/02)
1,3-Cycloalkadiones were prepared by the reaction of 1,2-bis(trimethylsiloxy)cycloalkenes with chloromethyl methyl ether followed by treatment of the resulting 2-hydroxy-2-methoxymethyl cycloalkanones with potassium hydrogen sulfate.The first step of the reactions was effectively catalyzed by active zinc reagents prepared from zinc-copper and alkyl iodides.
