286-60-2Relevant articles and documents
Nickel-Catalyzed Cyclopropanation with NMe4OTf and nBuLi
Künzi, Stefan A.,Sarria Toro, Juan Manuel,Den Hartog, Tim,Chen, Peter
supporting information, p. 10670 - 10674 (2015/09/02)
Nickel was identified as a catalyst for the cyclopropanation of unactivated olefins by using in situ generated lithiomethyl trimethylammonium triflate as a methylene donor. A mechanistic hypothesis is proposed in which the generation of a reactive nickel carbene explains several interesting observations. Additionally, our findings shed light on a report by Franzen and Wittig published in 1960 that had been retracted later owing to irreproducibility, and provide a rational basis for the systematic development of the reaction for preparative purposes as an alternative to diazomethane or Simmons-Smith conditions.
