67820-35-3Relevant articles and documents
Geminal acylation of α-heterosubstituted cyclohexanones and their ketals
Pottie, Ian R.,Crane, Sheldon N.,Gosse, Anna Lee,Miller, David O.,Burnell, D. Burnell
body text, p. 1118 - 1124 (2011/01/09)
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
A New α-Iodination of Ketones Using Iodine-Ammonium Cerium(IV) Nitrate in Alcohol or Acetic Acid
Horiuchi, C. Akira,Kiji, Shinji
, p. 421 - 426 (2007/10/03)
The direct α-iodination of various ketones using iodine-ammonium cerium(IV) nitrate in acetic acid or alcohol gave the corresponding α-iodo ketones in high yields. The effect of cerium salt on the iodination of ketones, and the iodination of 5α-cholestan-3-one using several methods are also discussed. In the reaction of 3,3,5-trimethylcyclohexanone and unsymmetrical ketones, such as 2-hexanone and 2-heptanone, using methanol, ethanol, 1-propanol, and 2-propanol, the regioselective iodination product was obtained. In the case of bromination, the reaction of ketones with bromine and ammonium cerium(IV) nitrate also yielded the corresponding α-bromo ketones.
Electrostatic modulation of hydroxyl group ionization in acidic media. Evidence for the competitive operation of intramolecular SN2 reactions
Negri, Joanna T.,Paquette, Leo A.
, p. 8835 - 8841 (2007/10/02)
The acid-catalyzed cyclodehydration of the cis and trans isomers of 2-substituted 1-(3-hydroxypropyl)cyclohexanols results in the formation of spirocyclic tetrahydrofurans. The stereochemical course of these reactions is highly varied, ranging from a domi