4.5 Article

Regio- and Stereoselective Multicomponent Coupling Reaction of Alkynes and Dimethylzinc Involving Allylnickelacycles

Journal

SYNTHESIS-STUTTGART
Volume 44, Issue 15, Pages 2333-2339

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0031-1290764

Keywords

nickel; multicomponent coupling; alkyne; dimethylzinc; vinyl epoxide; cyclopropane

Funding

  1. MEXT, Japan [21350055]
  2. Grants-in-Aid for Scientific Research [21350055] Funding Source: KAKEN

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Nickel catalyzes the multicomponent coupling reaction of vinyl epoxides, alkynes, and dimethylzinc to provide hepta-2,5-dienyl alcohols as a mixture of E- and Z-isomers in high yields. Vinylcyclopropane participates in a similar multicomponent coupling reaction to afford dimethyl alpha-(hepta-2,5-dienyl)malonates with excellent E-stereoselectivity.

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