80993-76-6Relevant academic research and scientific papers
Preparation and facile addition reactions of iminium salts derived from amino ketene silyl acetal and amino silyl enol ether
Hata, Shingo,Kondo, Koichi,Mizota, Isao,Murakami, Kazuhiro,Shimizu, Makoto,Zhu, Yusong
, p. 27874 - 27883 (2020)
While iminium salts generated by the oxidation of amino ketene silyl acetals show intriguing reactivities to give useful γ-oxo-α-amino esters via reactions with silyl enol ethers in good yields, new iminium salts are also prepared by the oxidation of amin
Heteroatom-guided torquoselective olefination of α-oxy and α-amino ketones via ynolates
Shindo, Mitsuru,Yoshikawa, Takashi,Itou, Yasuaki,Mori, Seiji,Nishii, Takeshi,Shishido, Kozo
, p. 524 - 536 (2008/09/20)
Ynolates were found to react with α-alkoxy-, α-siloxy-, and α -aryloxyketones at room temperature to afford tetrasubstituted olefins with high Z selectivity. Since the geometrical selectivity was determined in the ring opening of the β-lactone enolate intermediates, the torquoselectivity was controlled by the ethereal oxygen atoms. From experimental and theoretical studies, the high Z selectivity is in duced by orbital and steric interactions rather than by chelation. In a similar manner, α-dialkylamino ketones provided olefins with excellent Z selectivity. These products can be easily converted into multisubstituted butenolides and γ-butyrolactams in good yield.
On the Configurational Stability of α-Methylbenzyllithium
Hoffmann, Reinhard W.,Ruehl, Thomas,Chemla, Fabrice,Zahneisen, Thomas
, p. 719 - 724 (2007/10/02)
α-Methylbenzyllithium (6) should possess either central or planar chirality.The rate of enantiomerization of 6 at -78 deg C was found to be faster than its addition to the amide 7, the ketone 8, or to the aldegyde 10, according to a test based on kinetic
