18669-04-0Relevant articles and documents
ALLENE ETHERS FOR THE CATIONIC CYCLOPENTANNELATION
Tius, Marcus A.,Ousset, J-B.,Astrab, Donald P.,Fauq, Abdul H.,Trehan, Sanjay
, p. 923 - 924 (1989)
Only allene ethers having a group which is capable of departing as a stable cation participate successfully in the cationic cyclopentannelation reaction.
Diethyl 3-Iodopropynephosphonate: An Alkylative β-Keto Phosphonate Equivalent
Poss, A. J.,Belter, R. K.
, p. 4810 - 4812 (1987)
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One-Pot Synthesis of 1-(1-Alkoxyethoxy)allenes
Tarasova,Nedolya,Albanov
, p. 1831 - 1834 (2018)
A convenient one-pot procedure has been proposed for the preparation of 1-(1-alkoxyethoxy)allenes from alkoxyethenes and prop-2-yn-1-ol with the use of trifluoroacetic acid as highly efficient catalyst for the synthesis of 3-(1-alkoxyethoxy)prop-1-ynes and of the system t-BuOK–DMSO for the isomerization of the latter into allenes.
Direct, catalytic synthesis of carbapenams via cycloaddition/rearrangement cascade reaction: Unexpected acetylenes' structure effect
Mames, Adam,Stecko, Sebastian,Mikolajczyk, Paulina,Soluch, Magdalena,Furman, Bartlomiej,Chmielewski, Marek
supporting information; experimental part, p. 7580 - 7587 (2011/03/17)
Reactions of acetylenes derived from glyceraldehyde and propargyl aldehyde show remarkable reactivity in Kinugasa cycloaddition/rearrangement cascade process catalyzed by Cu(I) ion. Reactions proceed by formation of a rigid dinuclear copper(I) complex in which each copper ion is coordinated to one or both oxygen atoms in the acetylene molecule and to both triple bonds. It has been demonstrated that one oxygen atom can be replaced by the phenyl ring, which is able to coordinate the copper ion by the aromatic sextet. Kinugasa reactions that proceed in a high yield can also be performed in the presence of a catalytic amount of the copper salt to provide products in an acceptable yield without a decrease of diastereoselectivity.