19780-35-9Relevant articles and documents
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Owen,T.C. et al.
, p. 501 - 507 (1962)
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Manganese catalyzed cis-dihydroxylation of electron deficient alkenes with H2O2
Saisaha, Pattama,Pijper, Dirk,Van Summeren, Ruben P.,Hoen, Rob,Smit, Christian,De Boer, Johannes W.,Hage, Ronald,Alsters, Paul L.,Feringa, Ben L.,Browne, Wesley R.
supporting information; experimental part, p. 4444 - 4450 (2010/11/05)
A practical method for the multigram scale selective cis-dihydroxylation of electron deficient alkenes such as diethyl fumarate and N-alkyl and N-aryl-maleimides using H2O2 is described. High turnovers (>1000) can be achieved with this efficient manganese based catalyst system, prepared in situ from a manganese salt, pyridine-2-carboxylic acid, a ketone and a base, under ambient conditions. Under optimized conditions, for diethyl fumarate at least 1000 turnovers could be achieved with only 1.5 equiv. of H2O2 with d/l-diethyl tartrate (cis-diol product) as the sole product. For electron rich alkenes, such as cis-cyclooctene, this catalyst provides for efficient epoxidation.
The synthesis of solvent-free glycidic esters from diazoesters and carbonyl compounds catalysed by lanthanide trifiates
Curini, Massimo,Epifano, Francesco,Marcotullio, Maria Carla,Rosati, Ornelio
, p. 1562 - 1565 (2007/10/03)
The results of the reaction between ethyl diazoacetate and carbonyl compounds catalysed by lanthanide triflates are described. Aldehydes, and α-unsubstituted and α-monosubstituted cyclohexanones react to give the selective formation of α,β-epoxy esters (g