Journal Article10.1016/S0040-4039(00)87135-X
A new method for the preparation of α-(perfluoroalkyl) carbonyl and γ-(perfluoroalkyl)-α,β-unsaturated carbonyl compounds
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TL;DR: R f I(Ph)OSO 2 CF 3 or R f I (Ph) OSO 3 H smoothly reacted with various trimethylsilyl enol ethers under mild conditions to give α-(perfluoroalkyl) carbonyl and γ=(perfluoralkyl)-α,β-unsaturated carbonyls in high yields as mentioned in this paper.
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About: This article is published in Tetrahedron Letters. The article was published on 01 Jan 1982. The article focuses on the topics: Enol & Trimethylsilyl.
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Citations
Novel 10‐I‐3 Hypervalent Iodine‐Based Compounds for Electrophilic Trifluoromethylation
TL;DR: Preliminary results for the direct electrophilic transfer of the trifluoromethyl moiety onto organic nucleophiles show modest reactivity in polar aprotic solvents under relatively mild conditions.
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Direct Catalytic Asymmetric Mannich-Type Reaction of α- and β-Fluorinated Amides
Lennart Brewitz,Fernando Arteaga Arteaga,Liang Yin,Kaliyamoorthy Alagiri,Naoya Kumagai,Masakatsu Shibasaki +5 more
TL;DR: A comprehensive study on direct and highly stereoselective Mannich-type reactions of α- and β-fluorine-functionalized 7-azaindoline amides that rely on a soft Lewis acid/hard Brønsted base cooperative catalytic system to guarantee an efficient enolization while suppressing undesired defluorination.
111
Hypervalent iodine reactions utilized in carbon–carbon bond formations
TL;DR: Advances in hypervalent iodine chemistry have put the field on the precipice of a second golden age; the first being pioneered in the 1990s and more recently, the development of hyperValent iodine-guided electrophilic substitution, arylations using hyper valent iodine, and photoredox reactions with hypervalents have shown great progress in the area of C-C bond formation.
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Triethylborane induced perfluoroalkylation of silyl enol ethers or germyl enol ethers with perfluoroalkyl iodides
TL;DR: In this article, the reaction of perfluoroalkyl iodides with silyl enol ethers mediated by Et 3 B in the presence of a base was studied.
99
Nucleophilic trifluoromethylation: Some recent reagents and their stereoselective aspects
TL;DR: A survey of nucleophilic trifluoromethylation reagents can be found in this paper, where the starting materials were fluoral or trifloracetamides as well as trif fluoromethanesulfinamides derived from O-silylated 1,2-aminoalcohols.
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References
Condensation of perfluoroalkyl iodides with unsaturated nitrogen compounds
TL;DR: In this paper, an intermediate charge transfer complex between an iminium iodide and the perfluoroalkyl iodide has been detected, which can be extended to α-alkoxy-enamines and pyrroles.
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