13384-52-6Relevant academic research and scientific papers
A Nickel-catalyzed carbozincation of aryl-substituted alkynes
Stuedemann, Thomas,Ibrahim-Ouali, Malika,Knochel, Paul
, p. 1299 - 1316 (2007/10/03)
The addition of dialkylzincs or diphenylzinc to substituted phenylacetylenes in the presence of catalytic amounts of Ni(acac)2 in THF:NMP mixtures produces syn-carbozincation products with good to excellent regio- and stereoselectivity. After quenching with an electrophile (iodine, acyl chloride, allyl bromide) tetrasubstituted olefines are obtained in good to satisfactory yields. An intramolecular version of the reaction is possible using a terminal triple bond bearing an iodine at a remote position. More substituted iodo-alkynes furnish only reductive elimination products. An application to a stereoselective synthesis of (Z)-tamoxifen (Z:E > 99:1) has been developed.
Regio- and enantioselective substitution of acyclic allylic sulfoximines with butylcopper in the presence of lithium iodide and boron trifluoride
Scommoda, Matthias,Gais, Hans-Joachim,Bosshammer, Stephan,Raabe, Gerhard
, p. 4379 - 4390 (2007/10/03)
Enantiomerically pure N-methyl-, N-benzyl-, and N-(methoxyethyl)-S-(phenyl)cinnamylsulfoximmes as well as the corresponding crotylsulfoximines have been prepared from N-methyl-, N-benzyl-, and N-(methoxyethyl)-S-(lithiomethyl)sulfoximines and carbonyl com
Nucleophilic addition to coordinated polyenes: A novel method for the liberation of the trimethylenemethane ligand involving C-C bond formation
Donaldson,Hossain
, p. 4107 - 4110 (2007/10/02)
Reaction of (trimethylenemethane)Fe(CO)3 with carbon nucleophiles, followed by protonation yields the corresponding methallylated nucleophile in good yield. Products which incorporate carbonyl ligands are also observed.
