575489-90-6Relevant academic research and scientific papers
CATALYZED ENANTIOSELECTIVE TRANSFORMATION OF ALKENES
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Page/Page column 53, (2010/02/10)
Enantioselective catalytic reactions that operate directly on unactivated alkenes for the preparation of chiral organic building blocks and new materials. More particularly, a catalyzed enantioselective reaction that operates on an unsaturated hydrocarbon, such as an alkene, to provide an enantiomerically enriched reactive organometallic intermediate, which can be converted to a variety of multifunctional optically active reaction products.
Rh-catalyzed enantioselective diboration of simple alkenes: Reaction development and substrate scope
Trudeau, Stephane,Morgan, Jeremy B.,Shrestha, Mohanish,Morken, James P.
, p. 9538 - 9544 (2007/10/03)
The rhodium-catalyzed reaction between bis(catecholato)diboron and simple alkenes results in the syn addition of the diboron across the alkene. The resulting 1,2-bis(boronate) is subsequently oxidized to provide the 1,2-diol. In the presence of enantiomerically enriched Quinap ligand, high enantioselection in the diboration can be achieved. The reaction is highly selective for trans- and trisubstituted alkenes and can be selective for some monosubstituted alkenes as well. The development of this reaction is described as is the substrate scope and experiments that are informative about the reaction mechanism and competing pathways.
