37526-84-4Relevant academic research and scientific papers
Cobalt-Bisoxazoline-Catalyzed Enantioselective Cross-Coupling of α-Bromo Esters with Alkenyl Grignard Reagents
Zhou, Yun,Wang, Lifeng,Yuan, Gucheng,Liu, Shikuo,Sun, Xiao,Yuan, Chaonan,Yang, Yuxiong,Bian, Qinghua,Wang, Min,Zhong, Jiangchun
supporting information, p. 4532 - 4536 (2020/06/05)
The first catalytic asymmetric Kumada cross-coupling of organic halides with alkenyl Grignard reagents has been developed. The reaction was promoted by the cobalt-bisoxazoline catalyst and afforded various α-alkyl-β,γ-unsaturated esters with excellent enantioselectivities and moderate to good yields (≤95% ee and ≤82% yields). The formal synthesis of the California red scale pheromone using this method was investigated, and radical clock experiments were performed.
Copper-catalyzed asymmetric allylic alkylation of halocrotonates: Efficient synthesis of versatile chiral multifunctional building blocks
Den Hartog, Tim,Macia, Beatriz,Minnaard, Adriaan J.,Feringa, Ben L.
experimental part, p. 999 - 1013 (2010/08/07)
The highly enantioselective synthesis of amethyl-substituted esters is reported in up to 90% yield and up to 99% ee using copper-TaniaPhos as chiral catalyst. The transformation proved scalable to at least 6.6 mmol (1.7 g scale). The products of this transformation have been further elaborated to multifunctional building blocks with a single (branched esters and acids) or multiple stereogenic centers (vicinal dimethyl esters, as well as, hydroxy- or iodosubstituted lactones).
