139915-21-2Relevant articles and documents
Direct oxidative allylic and vinylic amination of alkenes through selenium catalysis
Trenner, Johanna,Depken, Christian,Weber, Thomas,Breder, Alexander
, p. 8952 - 8956 (2013/09/02)
Bringing "N" into the game: The direct chemoselective nitrogenation of unactivated alkenes can be achieved through oxidative selenium catalysis (see scheme). This method provides a broad variety of allylic imides in yields of up to 89 % using N-fluorobenzenesulfonimide (NFSI) as the terminal oxidant and nitrogen source. Furthermore, an unprecedented selenium-catalyzed vinylic C(sp2)-H nitrogenation was discovered. Copyright
Zinc carbenoid-mediated chain extension: Preparation of α,β-unsaturated-γ-keto esters and amides
Ronsheim, Matthew D.,Zercher, Charles K.
, p. 4535 - 4538 (2007/10/03)
An efficient one-pot preparation of α,β-unsaturated-ω-keto esters and amides has been developed. A zinc carbenoid-mediated chain extension of a β-dicarbonyl substrate provides access to an intermediate zinc enolate, which is treated sequentially with a halogen and amine base. This method has been applied to a variety of ester and amide starting materials, as well as to amino acid-derived substrates and to a formal synthesis of (R,R)-(-)-pyrenophorin.
