106672-39-3Relevant 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).
N,N-DIALKYLAMINOMETHYLTRIBUTYLTINS AS PRECURSORS OF (N,N-DIALKYLAMINOMETHYL) KETONES
Verlhac, Jean-Baptiste,Quintard, Jean-Paul
, p. 2361 - 2364 (2007/10/02)
(N,N-Dialkylaminomethyl) ketones have been obtained in good yields (64-87percent) by reacting (N,N-dialkylaminomethyl) tributyltins with acyl chlorides.The mildness of the experimental conditions is compatible with the presence of functional groups like a
