111865-42-0Relevant articles and documents
Oxidative coupling reactions of grignard reagents with nitrous oxide
Kiefer, Gregor,Jeanbourquin, Loic,Severin, Kay
, p. 6302 - 6305 (2013)
Catalysis with laughing gas: N2O in combination with transition-metal catalysts allow the oxidative homo- and cross-coupling of Grignard reagents. The reactions can be performed under mild conditions despite the inert character of N2O. Copyright
Fe-catalysed Kumada-type alkyl-alkyl cross-coupling. Evidence for the intermediacy of Fe(i) complexes
Guisan-Ceinos, Manuel,Tato, Francisco,Bunuel, Elena,Calle, Paloma,Cardenas, Diego J.
, p. 1098 - 1104 (2013/06/04)
A novel Fe-NHC catalytic system allows the alkyl-alkyl cross-coupling reaction of alkyl halides and alkylmagnesium reagents has been developed. To our knowledge, this is the first Fe-catalysed Kumada-type coupling for the formation of C(sp3)-C(sp3) bonds in the presence of functional groups. The process takes place under mild conditions, avoiding the formation of β-elimination products. Mechanistic studies suggest the intermediacy of Fe(i) complexes, formed by reduction with the Grignard reagent, as the active species.
Concise total syntheses of the sesquiterpenoids (-)-homalomenol A and (-)-homalomenol B
Piers, Edward,Oballa, Renata M.
, p. 8439 - 8447 (2007/10/03)
The conjugate additions of the organocopper(I) reagents 22 and 27 to the enantiomerically homogeneous bicyclic enone 4 provided, after epimerization (NaOMe, MeOH) of the resultant product mixtures and appropriate chromatographic separations, the bicyclo[4.3.0]nonan-2-ones 24 and 28. Compounds 24 and 28 were readily converted, via two synthetic steps in each case, into the sesquiterpenoids (-)-homalomenols B (2) and A (1), respectively.