7302-05-8

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 14402-93-8 dipentylzinc 
• 103-79-7 1-phenyl-acetone 
• 109-72-8 n-butyllithium 
• 177914-43-1 C₁₉H₂₃NO₂S 
• 177914-41-9 (-)-(S,E)-N-benzyl-S-(2-methyl-3-phenyl-2-propenyl)-S-phenylsulfoximine 
• 159951-07-2 (+)-(S,E)-N-methyl-S-(2-methyl-3-phenyl-2-propenyl)-S-phenylsulfoximine 

Relevant academic research and scientific papers

A Nickel-catalyzed carbozincation of aryl-substituted alkynes

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.

New nickel-catalyzed carbozincation of alkynes: A short synthesis of (Z)-tamoxifen

A new highlight in the repertoire of carbometalation reactions is the highly stereo- and regioselective nickel-catalyzed carbozincation of internal alkynes. This is exemplified by a short and effective synthesis of the anti-breast-cancer drug (Z)-tamoxifen. This reaction also allows the stereoselective synthesis of various tri- and tetrasubstituted olefins in good yield.

Regio- and enantioselective substitution of acyclic allylic sulfoximines with butylcopper in the presence of lithium iodide and boron trifluoride

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

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.