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Synfacts 2016; 12(05): 0511
DOI: 10.1055/s-0035-1561992
DOI: 10.1055/s-0035-1561992
Metal-Mediated Synthesis
Asymmetric Fukuyama Cross-Coupling of Racemic Benzylic Zinc Reagents
Further Information
Publication History
Publication Date:
18 April 2016 (online)
Significance
Maulide and co-workers report an enantioconvergent palladium-catalyzed Fukuyama cross-coupling of racemic benzylic zinc reagents with thioesters. A wide range of acyclic α-disubstituted carbonyl compounds are afforded in high yields under mild reaction conditions.
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Comment
The addition of ZnCl2 significantly improved both the yield and enantioselectivity of the reaction by influencing the Schlenk equilibrium, as well as by accelerating the racemization rate of the secondary organozinc reagents.
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