ORGN 143 |
| Recently, it has been shown that Me-DuPHOS monoxide-copper complexes can catalyze the enantioselective addition of diorganozinc reagents to imines, generating α-chiral amines. Having observed that 1,4-additions of dialkylzincs were favored on α,β-unsaturated imines with this catalyst, we then studied other conjugate systems. We found that the enantioselective conjugate addition of diorganozinc reagents to β-nitroalkenes catalyzed by a bisphosphine monoxide-copper complex leads to chiral nitroalkanes in high yields and enantiomeric excess. The tedious preparation of the salt free diorganozinc reagents used for these enantioselective reactions led us to use conditions to generate them in situ from easily accessible Grignard reagents.
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |
