910251-11-5Relevant academic research and scientific papers
Catalytic, Enantioselective Addition of Alkyl Radicals to Alkenes via Visible-Light-Activated Photoredox Catalysis with a Chiral Rhodium Complex
Huo, Haohua,Harms, Klaus,Meggers, Eric
supporting information, p. 6936 - 6939 (2016/07/06)
An efficient enantioselective addition of alkyl radicals, oxidatively generated from organotrifluoroborates, to acceptor-substituted alkenes is catalyzed by a bis-cyclometalated rhodium catalyst (4 mol %) under photoredox conditions. The practical method provides yields up to 97% with excellent enantioselectivities up to 99% ee and can be classified as a redox neutral, electron-transfer-catalyzed reaction.
Cross-coupling of mesylated phenol derivatives with potassium alkoxymethyltrifluoroborates
Molander, Gary A.,Beaumard, Floriane
supporting information; experimental part, p. 3948 - 3951 (2011/09/16)
Cross-coupling of mesylated phenol derivatives with various potassium alkoxymethyltrifluoroborates has been achieved. The corresponding aryl and heteroaryl alkoxymethyl compounds have been obtained with equal facility with both electron-rich and electron-poor substituents on the activated alcohol.
Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides
Molander, Gary A.,Canturk, Belgin
supporting information; experimental part, p. 2135 - 2138 (2009/05/26)
(Chemical Equation Presented) A wide variety of alkoxymethyltrifluoroborate substrates were prepared via SN2 displacement of potassium bromomethyltrifluoroborate with various alkoxides in excellent yields. These alkoxymethyltrifluoroborates were effectively cross-coupled with several aryl chlorides. This method provides a unique dissonant disconnect that allows greater flexibility in the design of new and improved synthetic pathways.
HYDROXYMETHYLBORON COMPOUNDS
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Page/Page column 20, (2010/11/29)
The present invention provides compounds which are useful as safe substitutes for the organotin reagent used in coupling reaction for the oxymethylation of aromatic rings, such as alkoxymethylation or hydroxymethylation, with a palladium catalyst and which can dispense with chromatographic purification with silica gel in the production and are suitable for mass production; and compounds applicable even to the oxymethylation of aromatic ring substrates which do not permit coupling reaction by conventional technique or have low reactivity.
