Development, Mechanism, and Scope of the Palladium-Catalyzed Enantioselective Allene Diboration
Heather E. Burks, Shubin Liu and James P. Morken*
*Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, Email: morkenbc.edu
H. E. Burks, S. Liu, J. P. Morken, J. Am. Chem. Soc., 2007, 129, 8766-8773.
DOI: 10.1021/ja070572k
Abstract
In the presence of a chiral phosphoramidite ligand, the palladium-catalyzed diboration of allenes can be executed with high enantioselectivity with a range of aromatic and aliphatic allenes. A mechanism is proposed based on isotopic-labeling experiments, stereodifferentiating reactions, kinetic analysis, and computational experiments.
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Palladium-Catalyzed Enantioselective Diboration of Prochiral Allenes
N. F. Pelz, A. R. Woodward, H. E. Burks, J. D. Sieber, J. P. Morken, J. Am. Chem. Soc., 2004, 126, 16328-16329.
Sequential Pd-Catalyzed Asymmetric Allene Diboration/α-Aminoallylation
J. D. Sieber, J. P. Morken, J. Am. Chem. Soc., 2006, 128, 74-75.
Key Words
ID: J48-Y2007-2310