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C-C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature.

ABSTRACT: Conjugate addition reactions to enones can now be done in water at room temperature with in situ generated organocopper reagents. Mixing an enone, zinc powder, TMEDA, and an alkyl halide in a micellar environemnt containing catalytic amounts of Cu(I), Ag(I), and Au(III) leads to 1,4-adducts in good isolated yields: no organometallic precursor need be formed.

SUBMITTER: Lipshutz BH 

PROVIDER: S-EPMC3959802 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature

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C-C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature.

Lipshutz Bruce H BH   Huang Shenlin S   Leong Wendy Wen Yi WW   Zhong Guofu G   Isley Nicholas A NA  

Journal of the American Chemical Society 20121128 49

Conjugate addition reactions to enones can now be done in water at room temperature with in situ generated organocopper reagents. Mixing an enone, zinc powder, TMEDA, and an alkyl halide in a micellar environemnt containing catalytic amounts of Cu(I), Ag(I), and Au(III) leads to 1,4-adducts in good isolated yields: no organometallic precursor need be formed. ...[more]

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