4.8 Article

Nickel-catalyzed coupling of alkenes, aldehydes, and silyl triflates

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 128, Issue 35, Pages 11513-11528

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja062866w

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Funding

  1. NCRR NIH HHS [1S10RR13886-01] Funding Source: Medline
  2. NIGMS NIH HHS [R01 GM063755-09, R01 GM063755, GM-063755] Funding Source: Medline

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A full account of two recently developed nickel-catalyzed coupling reactions of alkenes, aldehydes, and silyl triflates is presented. These reactions provide either allylic alcohol or homoallylic alcohol derivatives selectively, depending on the ligand employed. These processes are believed to be mechanistically distinct from Lewis acid-catalyzed carbonyl-ene reactions, and several lines of evidence supporting this hypothesis are discussed.

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