Geminal acylation of α-heterosubstituted cyclohexanones and their ketals
Geminal acylation of derivatives of cyclohexanone with Br, Cl, F, and OCH3 in the α position, and of their corresponding dimethyl ketals, could not be accomplished to a significant extent following published procedures. The transformation was a
Pottie, Ian R.,Crane, Sheldon N.,Gosse, Anna Lee,Miller, David O.,Burnell, D. Burnell
p. 1118 - 1124
(2011/01/09)
Intermolecular cross-double-Michael addition between nitro and carbonyl activated olefins as a new approach in C-C bond formation
(Chemical Equation Presented) A novel intermolecular cross-double-Michael addition between nitro and carbonyl activated olefins has been developed through Lewis base catalysis. The reaction took place with a large group of β-alkyl nitroalkenes and α,β-uns
Sun, Xiaohua,Sengupta, Sujata,Petersen,Wang, Hong,Lewis, James P.,Shi, Xiaodong
p. 4495 - 4498
(2008/03/14)
Novel Acylation of Aliphatic Olefins Promoted by Active Zinc Compounds
It was found that acylation of a variety of aliphatic olefins with acid chlorides is efficiently promoted by active zinc compounds, which were prepared from a Zn/Cu couple and alkyl iodides.The crude product mixtures were subsequently treated with 1 M KOH in methanol or were subjected to catalytic hydrogenation to afford the corresponding α,β-unsaturated or saturated ketones in good to moderate yields.It was also shown that the reaction fully follows the Markovnikov rule.