17160-76-8Relevant academic research and scientific papers
Diastereoselective Additions of Allylmagnesium Reagents to α-Substituted Ketones When Stereochemical Models Cannot Be Used
Bartolo, Nicole D.,Demkiw, Krystyna M.,Valentín, Elizabeth M.,Hu, Chunhua T.,Arabi, Alya A.,Woerpel
, p. 7203 - 7217 (2021)
The stereoselectivities of reactions of allylmagnesium reagents with chiral ketones cannot be easily explained by stereochemical models. Competition experiments indicate that the complexation step is not reversible, so nucleophiles cannot access the widest range of possible encounter complexes and therefore cannot be analyzed easily using available models. Nevertheless, additions of allylmagnesium reagents to a ketone can still be stereoselective provided that the carbonyl group adopts a conformation that leads to one face being completely blocked from the approach of the allylmagnesium reagent.
The formation of cyclic ethers from diallyldibutyltin and halo ketones catalyzed by tetraethylammonium chloride
Yano,Hatta,Baba,Matsuda
, p. 693 - 696 (2007/10/02)
The cyclization reaction of diallyldibutyltin and α- or γ-halo ketones, especially chloro-substituted ketones, effectively proceeds in the presence of a catalytic amount of tetraethylammonium chloride, producing the corresponding 2-allyloxiranes or 2-ally
