76059-99-9Relevant academic research and scientific papers
Nucleophilic α-arylation and α-alkylation of ketones by polarity inversion of N-alkoxyenamines: Entry to the umpolung reaction at the α-carbon position of carbonyl compounds
Miyoshi, Tetsuya,Miyakawa, Takayuki,Ueda, Masafumi,Miyata, Okiko
supporting information; experimental part, p. 928 - 931 (2011/04/14)
A new aspect of enamine chemistry: The formation of N-alkoxyenamines from ketones has led to an efficient umpolung reaction. The alkylation of N-alkoxyenamines with trialkylaluminum compounds proceeded smoothly and gave α-alkylated ketones (see scheme). This reaction offers a simple transformation of ketones into α-substituted ketones without the need to isolate enamines and intermediary imines.
Enamine Chemistry. Part 27. The Effect of Additional α- and β-Heteroatoms on the p?-Conjugation and Reactivity of Enamines. Sub- or Super-Enamines?
Ahmed, Md. Giasuddin,Ahmed, S. Asghari,Hickmott, Peter W.
, p. 2383 - 2386 (2007/10/02)
Enamines derived from isoxazolidine and 1,3-dioxa-5-azacyclohexane have been prepared.The effect of the addition a α- or β-heteroatoms is to decrease the p?-conjugation between the nitrogen lone pair of electrons and the ?-electrons of the double bond, as reflected in the spectral properties of the enamines and their reactivity with electrophiles.The reasons for this are discussed.
