39178-64-8Relevant articles and documents
Stereoselective preparation of functionalized acyclic alkenylmagnesium reagents using i-PrMgCl-LiCl
Ren, Hongjun,Krasovskiy, Arkady,Knochel, Paul
, p. 4215 - 4217 (2007/10/03)
(Chemical Equation Presented) Acyclic functionalized alkenyl iodides are converted with high stereoselectivity to the corresponding functionalized alkenylmagnesium derivatives by the reaction with i-PrMgCl-LiCl between -40 and -20°C. Functional groups such as a nitrile, chloride, iodide, and ester are readily tolerated. The conversion of an alkenyl iodide bearing a keto group to the corresponding silylated cyanohydrin allows preparation of the corresponding Grignard reagent affording, after acylation and deprotection, unsaturated 1,4-diketones.
β-HALOVINYL KETONES: SYNTHESIS FROM ACETYLENIC KETONES
Taniguchi, Mikio,Kobayashi, Shozo,Nakagawa, Masako,Hino, Tohru,Kishi, Yoshito
, p. 4763 - 4766 (2007/10/02)
The reaction of terminal acetylenic ketones with NaI or LiBr gave almost exclusively E-β-iodo-or E-β-bromovinyl ketones in trifluoracetic acid, while Z-β-iodo or Z-β-bromovinyl ketones were the major products in acetic acid.Trimethylsilyl iodide and bromide reacted smoothly with acetylenic ketones at -78 deg C to give TMS-allenolates which were readily converted to β-iodo and β-bromovinyl ketones, respectively.