1391824-36-4Relevant articles and documents
Synthesis of Functionalized Alkenes by a Transition-Metal-Free Zweifel Coupling
Armstrong, Roly J.,Niwetmarin, Worawat,Aggarwal, Varinder K.
supporting information, p. 2762 - 2765 (2017/05/24)
The Zweifel reaction is a powerful method for the synthesis of alkenes, serving as a transition-metal-free alternative to the Suzuki-Miyaura reaction. To date, the scope of the Zweifel coupling has been rather narrow and has focused mainly on the coupling of vinyllithium reagents to synthesize simple aryl- and alkyl-substituted olefins. Herein, the development of a general transition-metal-free coupling process enabling the coupling of Grignard reagents or organolithiums is described. This method enables the enantiospecific synthesis of a wide variety of functionalized acyclic and cyclic olefin products.
Catalytic ring expansion of vinyl oxetanes: Asymmetric synthesis of dihydropyrans using chiral counterion catalysis
Guo, Boying,Schwarzwalder, Gregg,Njardarson, Jon T.
, p. 5675 - 5678 (2012/07/03)
Acid Showdown! The first catalytic ring expansion of vinyl oxetanes to 3,6-dihydro-2H-pyrans is described. Copper(II) triflate emerged as the best catalyst for this new transformation, which has broad scope as demonstrated by the eighteen examples included. The symmetric vinyl oxetane substrate can be asymmetrically desymmetrized when using either chiral Lewis or Bronsted acids as catalysts. Copyright
