Catalytic asymmetric cross-couplings of racemic alpha-bromoketones with arylzinc reagents
- PMID: 19040243
- PMCID: PMC2790061
- DOI: 10.1002/anie.200804888
Catalytic asymmetric cross-couplings of racemic alpha-bromoketones with arylzinc reagents
References
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For some leading references, see: Fox JM, Huang X, Chieffi A, Buchwald SL. J Am Chem Soc. 2000;122:1360–1370.
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For overviews, see: a) Reference 1; Culkin DA, Hartwig JF. Acc Chem Res. 2003;36:234–245.
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For key studies, as well as references to the synthesis and utility of enantioenriched α-arylketones, see: Ahman J, Wolfe JP, Troutman MV, Palucki M, Buchwald SL. J Am Chem Soc. 1998;120:1918–1919.Hamada T, Chieffi A, Ahman J, Buchwald SL. J Am Chem Soc. 2002;124:1261–1268.Liao X, Weng Z, Hartwig JF. J Am Chem Soc. 2008;130:195–200.
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For a nickel-catalyzed process, see: Chen G, Kwong FY, Chan HO, Yu WY, Chan ASC. Chem Commun. 2006:1413–1415.
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pKa (acetone): 26.5; pKa (PhCH2COCH3): 19.8 (values in DMSO taken from: Bordwell FG, Zhang S, Zhang XM, Liu WZ. J Am Chem Soc. 1995;777:7092–7096.
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