681179-34-0Relevant articles and documents
Sunlight-induced C–C bond formation reaction: Radical addition of alcohols/ethers/acetals to olefins
Hayakawa, Mamiko,Shirota, Hisashi,Hirayama, Souta,Yamada, Ryuusei,Aoyama, Tadashi,Ouchi, Akihiko
, (2021/04/09)
A sunlight-induced C–C bond formation reactions upon the addition of alcohols/ethers/acetals to olefins proceeded efficiently using di-tert-butyl peroxide (DTBP). The reactions proceeded faster than many of the previously reported sunlight and many conventional lamp photolyses, typically in 3–4 h under irradiation with sunlight, in excellent yield using olefins bearing two electron withdrawing groups (EWGs) (product yield > 95 %) and in good to fair yield with olefins bearing one EWG. The yields observed for some products were ～20 % higher than those obtained using a conventional Xe lamp as the light source, which was confirmed to be due to a light intensity effect. Gram-scale experiments showed similar yields to those observed in their corresponding small-scale experiments.
Photochemical C-C bond formation between alcohols and olefins by an environmentally benign radical reaction
Ouchi, Akihiko,Liu, Chuanxiang,Kaneda, Masayuki,Hyugano, Takeshi
, p. 3807 - 3816 (2013/07/25)
A radical C-C bond formation between olefins and alcohols proceeded efficiently by simple light irradiation at room temperature. The reaction proceeded in the presence of commercially available tBuOOtBu without using the harmful elements and/or compounds that have an unpleasant smell that are often used in conventional radical reactions. In addition, the reaction did not require photosensitizers or photocatalysts, which eliminated the time-consuming separation of sensitizers after the reaction, or the synthesis of photocatalysts as reported in previous procedures. A radical C-C bond formation between olefins and alcohols proceeded efficiently by simple light irradiation at room temperature without using the harmful elements often used in conventional radical reactions. Copyright
A concise synthesis of highly enantiomerically enriched 2-alkylparaconic acid esters via ruthenium-catalyzed asymmetric hydrogenation of acylsuccinates
Turova, Olga V.,Starodubtseva, Eugenia V.,Vinogradov, Maxim G.,Ferapontov, Vladimir A.,Struchkova, Marina I.
experimental part, p. 2121 - 2124 (2010/03/04)
The catalytic asymmetric hydrogenation of acylsuccinates using RuCl3 as a precatalyst and atropisomeric diphosphines as chiral auxiliaries allows the synthesis of optically active 2-alkylparaconic acid esters in preparative yields with enantios
