69098-08-4Relevant articles and documents
Copper-Catalyzed 1,2-Methoxy Methoxycarbonylation of Alkenes with Methyl Formate
Budai, Balázs,Leclair, Alexandre,Wang, Qian,Zhu, Jieping
supporting information, p. 10305 - 10309 (2019/06/27)
Reported here is a copper-catalyzed 1,2-methoxy methoxycarbonylation of alkenes by an unprecedented use of methyl formate as a source of both the methoxy and the methoxycarbonyl groups. This reaction transforms styrene and its derivatives into value-added β-methoxy alkanoates and cinnamates, as well as medicinally important five-membered heterocycles, such as functionalized tetrahydrofurans, γ-lactones, and pyrrolidines. A ternary β-diketiminato-CuI-styrene complex, fully characterized by NMR spectroscopy and X-ray crystallographic analysis, is capable of catalyzing the same transformation. These findings suggest that pre-coordination of electron-rich alkenes to copper might play an important role in accelerating the addition of nucleophilic radicals to electron-rich alkenes, and could have general implications in the design of novel radical-based transformations.
Stereoselektive Insertion von Ketenen in O,O-Acetale: Synthese von β-Alkoxyestern und 1,4-Dioxepan-5-onen
Mulzer, Johann,Trauner, Dirk,Bats, Jan W.
, p. 2093 - 2095 (2007/10/03)
Keywords: Acetale; Aldoladditionen; Dioxepanone; Ketene
