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Hydrozirconation/Transmetalation with Zinc

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Presentation on theme: "Hydrozirconation/Transmetalation with Zinc"— Presentation transcript:

1 Copper(I)-Catalyzed Conjugate Addition of Vinylzirconocene and Vinylzincate Reagents.

2 Hydrozirconation/Transmetalation with Zinc
Negishi [ J. Am. Chem. Soc. 1978, 100, ] Wipf [ Tetrahedron Lett. 1994, 35, ] Walsh [ J. Am. Chem. Soc. 2004, 126, ]

3 First Attempts 1,2-addition product is circumvented.
1,4-addition rate of vinylzincate is faster than vinylzirconocene.

4 Copper(I) Iodide Dimethyl Sulfide Catalyzed
1,4-Addition of Mixed Alkenyl-Alkylzincate Reagents

5 1,4-Addition of Alkenyl Groups to α,β-Unsaturated Imides

6 Improving the Mixed Zincate Methodology


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