6088-96-6Relevant academic research and scientific papers
Copper-free synthesis of skipped diynes via cross-coupling reactions of alkynylalanes with propargylic electrophiles
Kessabi, Jilali,Beaudegnies, Renaud,Jung, Pierre M. J.,Martin, Benjamin,Montel, Florian,Wendeborn, Sebastian
, p. 5629 - 5632 (2006)
Alkynylalanes provide a new, copper-free route to skipped diynes when combined with propargylic electrophiles bearing an aluminum-complexing leaving group. The reaction is mild, efficient, and, in contrast to copper-mediated methods, highly regioselective
Catalytic metathesis of conjugated diynes
Lysenko, Sergej,Volbeda, Jeroen,Jones, Peter G.,Tamm, Matthias
supporting information; experimental part, p. 6757 - 6761 (2012/08/13)
The tungsten benzylidyne complex [PhC≡W{OSi(OtBu)3} 3] efficiently catalyzes the metathesis of conjugated diynes and ring-closing diyne metathesis (see scheme). Although this reaction implies C-C single-bond activation, 13C labeling studies reveal that it proceeds by classical alkylidyne group exchange and involves cleavage and formation of carbon-carbon triple bonds. Copyright
A convenient, high-yielding copper-free synthesis of skipped 1,4-diynes
Kessabi, Jilali,Beaudegnies, Renaud,Jung, Pierre M. J.,Benjamin Martin, Florian Montel,Wendeborn, Sebastian
, p. 655 - 659 (2008/12/21)
Alkynylalanes were found to react efficiently with propargylic electrophiles, such as propargyl mesylates and propargyl diethylphosphates. The reaction proceeds with high regioselectivity and does not require copper or any other transition metal. Georg Th
