79159-59-4Relevant academic research and scientific papers
Copper-Catalyzed Regioselective and Stereoselective Coupling of Grignard Reagents with Pent-1-en-4-yn-3-yl Benzoates: A Shortcut to (Z) -1,5-Disubstituted Pent-3-en-1-ynes from Accessible Starting Materials
Chen, Fenglin,Chen, Yanjiao,Cao, Hongen,Xu, Qing,Yu, Lei
, p. 14158 - 14164 (2018/11/30)
Copper-catalyzed coupling of Grignard reagents with pent-1-en-4-yn-3-yl benzoates occurs regioselectively at the terminal alkenyl carbon rather than the alkynyl site, leading to the stereoselective formation of unexpected (Z)-1,5-disubstituted pent-3-en-1-ynes without generation of the initially expected alkenyl allene products. By using easily accessible starting materials, this reaction can provide direct access to thermodynamically unfavorable Z-configured enynes, which widely exist in many bioactive natural products, such as the anti-inflammatory components in henna.
A study of the reactions of 1,3-diynes with organo-cuprates and -argentates
Kleijn, H.,Tigchelaar, M.,Meijer, J.,Vermeer, P.
, p. 337 - 341 (2007/10/02)
1,3-Diynes HCC-CC-R' (1, R'= H or Ph) are converted by cuprates M' (R = alkyl; Y = Cl, Br or R; M'= Li, MgCl or MgBr) into a mixture of C-R'>M' (2) and C-R'>M' (3).When R is n-alkyl, adducts 2 are the major pr
Selective Linear Codimerization of Acetylenes and Buta-1,3-diene Catalysed by Dihydridotetrakistrialkylphosphineruthenium Complexes
Mitsudo, Take-aki,Nakagawa, Yoshiteru,Watanabe, Hiroyoshi,Watanabe, Katsuya,Misawa, Hideto,Watanabe, Yoshihisa
, p. 496 - 497 (2007/10/02)
Selective linear codimerization of terminal acetylenes and buta-1,3-diene catalysed by the first example of a dihydridotetrakis(trialkylphosphine)ruthenium complex is reported.
Organocuprate-Induded Coupling of Propargyl or Enyne Alcohols Using (Methylphenylamino)tributylphosphonium Iodide. Regiocontrolled Synthesis of Allenes and Conjugated Enynes
Tanigawa, Yoshio,Murahashi, Shun-Ichi
, p. 4536 - 4538 (2007/10/02)
Regioselective synthesis of allenes is directly achieved via organocuprate-mediated γ-coupling of propargyl alcohols by using the title reagent (1). Alternatively, the coupling between 1,4-enyn-3-ols and alkyllithium affords the conjugated Z enynes regio-
