112586-65-9Relevant academic research and scientific papers
The chromium Reformatsky reaction: Access to adjacent quarternary centers
Wessjohann, Ludger,Wild, Harry
, p. 512 - 514 (2007/10/03)
α-Bromo ketones, -esters and -nitriles react with chromium dichloride and ketones in a Barbier-type reaction to yield the kinetic crossed aldol products with one or two new quarternary centers. The reaction does not require special activation of the reage
Reaction of α-Halogeno Ketones with Carbonyl Compounds Promoted by CeI3, CeCl3-NaI,or CeCl3-SnCl2
Fukuzawa, Shin-ichi,Tsuruta, Takuya,Fujinami, Tatsuo,Sakai, Shizuyoshi
, p. 1473 - 1478 (2007/10/02)
Reaction of α-halogeno ketones with aldehydes in the presence of CeI3 in tetrahydrofuran is found to give α,β-unsaturated ketones in excellent yields under mild conditions.In contrast, treatment of α-halogeno ketones and carbonyl compounds with CeCl3-NaI or CeCl3-SnCl2 affords β-hydroxy ketones in good yields.It is assumed that these reactions proceed via cerium enolates.The combined reagents, however, cannot be applied to a Reformatsky-type reaction.Regiospecific and aldehyde chemoselective aldol synthesis are also described.
