113235-07-7Relevant academic research and scientific papers
A Direct Synthesis of γ-, δ-, and ε-Lactones Utilizing SmI2-induced Barbier-type Reaction in the Presence of Hexamethylphosphoric Triamide (HMPA)
Otsubo, Kenji,Kawamura, Kisa,Inanaga, Junji,Yamaguchi, Masaru
, p. 1487 - 1490 (1987)
By using an efficient reduction system of SmI2-THF-HMPA, the coupling reaction of β-, γ-, or δ-bromoesters with carbonyl compounds was completed within a minute at room temperature affording γ-, δ-, or ε-lactones, respectively, in good yields.Cp2ZrCl2 was also found to be effective for the coupling with ketones.
Emergence of a novel catalytic radical reaction: Titanocene-catalyzed reductive opening of epoxides
Gans?uer, Andreas,Bluhm, Harald,Pierobon, Marianna
, p. 12849 - 12859 (2007/10/03)
The preparatively important catalytic opening of epoxides to β-titanoxy radicals via single-electron transfer (SET) is described. These radicals can be reduced to alcohols or participate in C-C bond-forming reactions. A key step in the catalytic cycle is the conceptually novel protonation of titanium-oxygen and -carbon bonds. Our method combines the advantages of radical reactions, e.g., high functional group tolerance and stability of radicals under protic conditions, with the ability of organometallic complexes to determine the course of transformations in reagent-controlled reactions.
Dramatic rate acceleration in titanocene catalyzed epoxide openings: Cofactors and Lewis acid cocatalysis
Gansaeuer, Andreas,Bluhm, Harald
, p. 2143 - 2144 (2007/10/03)
High synthetic efficiency concerning yield and catalytic turn-over in intermolecular C-C bond forming reactions of radicals derived from epoxides can be achieved by means of hydrogen bonding with cofactors or by Lewis acid cocatalysis.
