Palladium-Catalyzed Enantioselective Diboration of Prochiral Allenes
Nicholas F. Pelz, Angela R. Woodward, Heather E. Burks, Joshua D. Sieber and James P. Morken*
*Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, Email: morkenbc.edu
N. F. Pelz, A. R. Woodward, H. E. Burks, J. D. Sieber, J. P. Morken, J. Am. Chem. Soc., 2004, 126, 16328-16329.
DOI: 10.1021/ja044167u (free Supporting Information)
Pd-catalyzed diboration of prochiral allenes occurs exclusively at the internal position and is accelerated in the presence of Lewis basic ligands. 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.
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H. E. Burks, S. Liu, J. P. Morken, J. Am. Chem. Soc., 2007, 129, 8766-8773.
J. D. Sieber, J. P. Morken, J. Am. Chem. Soc., 2006, 128, 74-75.