4.5 Article

Electrophilic Trapping of Zirconium Enolates Obtained by Copper-Catalyzed Addition of In Situ Generated Organozirconium Reagents

Journal

SYNTHESIS-STUTTGART
Volume 49, Issue 11, Pages 2461-2469

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588968

Keywords

hydrozirconation; conjugate addition; enolate; electrophilic trapping

Funding

  1. Slovak Research and Development Agency [APVV-0321-12]
  2. Comenius University [UK/235/2016]

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Building complex structures from simple starting materials is important for effective organic synthesis. In this context, domino reactions comprising hydrozirconation of alkenes, their subsequent utilization in a copper-catalyzed conjugate addition to enones, followed by electrophilic trapping of the formed zirconium enolates with activated alkene and carbocations are described. Reactivity of metal enolates was studied by DFT calculations.

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