Highly Active Chiral Phosphoramide-Zn(II) Complexes as Conjugate Acid-Base Catalysts for Enantioselective Organozinc Addition to Ketones
Manabu Hatano, Takashi Miyamoto and Kazuaki Ishihara*
*Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya, 464-8603, Japan, Email: ishiharacc.nagoya-u.ac.jp
M. Hatano, T. Miyamoto, K. Ishihara, Org. Lett., 2007, 9, 4535-4538.
In a highly efficient enantioselective organozinc addition to ketones, chiral phosphoramide-Zn(II) complexes serve as conjugate Lewis acid-Lewis base catalysts. From a variety of nonactivated aromatic and aliphatic ketones, the corresponding optically active tertiary alcohols were obtained in high yields with high enantioselectivities under mild reaction conditions.
see article for more examples
A Concise Synthesis of (S)-(+)-Ginnol Based on Catalytic Enantioselective Addition of Commercially Unavailable Di(n-alkyl)zinc to Aldehydes and Ketones
M. Hatano, T. Mizuno, K. Ishihara, Synlett, 2010, 2024-2028.
3,3'-Diphosphoryl-1,1'-bi-2-naphthol-Zn(II) Complexes as Conjugate Acid-Base Catalysts for Enantioselective Dialkylzinc Addition to Aldehydes
M. Hatano, T. Miyamoto, K. Ishihara, J. Org. Chem., 2006, 71, 6474-6484.