6651-32-7Relevant academic research and scientific papers
Flexible stereoselective functionalizations of ketones through umpolung with hypervalent iodine reagents
Mizar, Pushpak,Wirth, Thomas
supporting information, p. 5993 - 5997 (2014/06/10)
The functionalization of carbonyl compounds in the α-position has gathered much attention as a synthetic route because of the wide biological importance of such products. Through polarity reversal, or "umpolung", we show here that typical nucleophiles, such as oxygen, nitrogen, and even carbon nucleophiles, can be used for addition reactions after tethering them to enol ethers. Our findings allow novel retrosynthetic planning and rapid assembly of structures previously accessible only by multistep sequences. A Nu approach: An efficient α-functionalization of ketones with a range of simple and useful nucleophiles is possible by using hypervalent iodine reagents (see scheme; Nu′ can be the Nu itself or a protected form of this nucleophile group).
Synthesis of silicon-functionalized dimethylsilyl enol ethers from ketones
Rathke,Weipert
, p. 1337 - 1351 (2007/10/02)
Symmetrical dimethylsilyl bis-enol ethers are obtained in good yield by reaction of ketones with dichlorodimethylsilane in the presence of triethylamine and sodium iodide. Reaction of ketones with N,N-diethylaminodimethylchlorosilane in the presence of tr
PREPARATION OF DIMETHYLSILYL BIS-ENOL ETHERS
Fataftah, Zacharia A.,Ibrahim, Mustafa R.,Abu-Agil, Mahmoud S.
, p. 4067 - 4070 (2007/10/02)
Dichlorodimethylsilane is reacted with two equivalents of ketone enolates to give dimethylsilyl bis-enol ethers in good yields.Lithium tetramethylpiperidide (LiTMP) as well as triethylamine (TEA) are used in deprotonation of ketones.An intramolecular aldo
