827608-89-9Relevant academic research and scientific papers
Palladium-catalyzed enantioselective diboration of prochiral allenes
Pelz, Nicholas F.,Woodward, Angela R.,Burks, Heather E.,Sieber, Joshua D.,Morken, James P.
, p. 16328 - 16329 (2004)
Pd-catalyzed diboration of prochiral allenes occurs exclusively at the internal position and is remarkably accelerated in the presence of Lewis basic ligand structures. On the basis of preliminary observations, a chiral ligand was employed, and the enantiomeric excess of a variety of diboration products was found to be in the range of 86-92% ee. The chiral diboron reaction products should be useful in organic synthesis, and preliminary experiments suggest that they may participate in allylation reactions with a high level of chirality transfer. Copyright
Modular asymmetric synthesis of 1,2-diols by single-pot allene diboration/hydroboration/cross-coupling
Pelz, Nicholas F.,Morken, James P.
, p. 4557 - 4559 (2007/10/03)
Chiral allyl vinyl boronates are generated by catalytic enantioselective diboration of prochiral allenes. They may then be reacted, in situ, with a hydroborating reagent to form a novel triboron intermediate. The least hindered and most reactive C-B bond
Sequential Pd-catalyzed asymmetric allene diboration/α- aminoallylation
Sleber, Joshua D.,Morken, James P.
, p. 74 - 75 (2007/10/03)
Pd-catalyzed enantioselective diboration of prochiral allenes provides adducts which participate in highly selective allylation reactions with primary imines. The allylation product is a vinyl boronate which may be oxidized to give nonracemic Mannich prod
