253350-07-1Relevant articles and documents
Osmium tetroxide in poly(ethylene glycol) (PEG): A recyclable reaction medium for rapid asymmetric dihydroxylation under Sharpless conditions
Chandrasekhar,Narsihmulu,Sultana, S. Shameem,Reddy, N. Ramakrishna
, p. 1716 - 1717 (2003)
PEG (400) has been used as a recyclable and rapid reaction medium for the asymmetric dihydroxylation of olefins; Sharpless ligand is efficiently recovered and recycled with good enantioselectivity.
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.
Catalytic asymmetric dihydroxylation of alkenes using silica gel supported cinchona alkaloid
Lohray,Nandanan,Bhushan, Vidya
, p. 2805 - 2808 (2007/10/03)
Immobilization of 3,6-bis(9-O-dihydroquinyl)pyridazine and 3,6-bis(9-O-dihydroquinidyl) pyridazine on silica gel support has been reported. The use of immobilized auxiliary has lead to comparable rate with that of the homogeneous catalytic AD of alkenes, however with lower ee.