31886-57-4Relevant articles and documents
Circular dichroism of R- and S-enantiomers of Ugi′s amine and their conjugates with l-tartaric acid
Babievskii,Kachura,Osipova, E. Yu.,Simenel,Snegur
, p. 1314 - 1317 (2017)
Circular dichroism spectra of the optically active (R)- and (S)-enantiomers of N,N-(dimethylamino)ethylferrocene (Ugi′s amine) were studied for a free form and for their diastereomeric salts with с l(+)-tartaric acid.
Hauser, C. R.,Lindsay, J. K.
, p. 906 - 908 (1957)
One-pot α-ferrocenylalkylation of amines and alcohols with α-ferrocenyl substituted alcohols under acid-free conditions
Shevaldina, Ekaterina V.,Shagina, Anastasia D.,Ponomaryov, Andrey B.,Moiseev, Sergey K.
, p. 29 - 38 (2018/11/10)
One-pot reaction of FcCH(R)OH with equimolar quantities of BunLi and EtOCOCl followed by an excess of amine produces N-(α-ferrocenylalkyl)amines in up to 98% yields. Nitrogen heteroaryl amines undergo the α-ferrocenylalkylation at the amino group. The α-ferrocenylalkylation of alcohols and phenols (R'OH) leads to a formation of ethers FcCH(R)OR′ in lower yields. The reactions proceed via an intermediate formation of α-ferrocenylalkyl carbonates FcCH(R)OCOOEt. The side reactions associated with this protocol are discussed.
Process for preparing (S)-1-ferrocene ethyl dimethylamine
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Paragraph 0050; 0053, (2018/09/11)
The invention discloses a process for preparing (S)-1-ferrocene ethyl dimethylamine. In the preparation process, acetylferrocene is used as a raw material, and a complex obtained by reacting a metal Ir complex with a chiral ferrocene tridentate ligand L* is used as a catalyst, (S)-1-ferrocenyl ethanol is prepared by asymmetric catalytic hydrogenation, and the(S)-1-ferrocene ethyl dimethylamine isprepared by acetylation and dimethylamine substitution reaction. Compared with a traditional chiral separation method for preparing the (S)-1-ferrocene ethyl dimethylamine, the process has main beneficial effects of mild reaction conditions, simple operation, good stereoselectivity, high yield, short production cycle, small amount of three wastes , easy industrialization, and large implementationvalue and social and economic benefits.
Rhodium-Catalyzed Asymmetric Allylation of Malononitriles as Masked Acyl Cyanide with Allenes: Efficient Access to β,γ-Unsaturated Carbonyls
Grugel, Christian P.,Breit, Bernhard
supporting information, p. 15223 - 15226 (2018/09/25)
A rhodium-catalyzed regio- and enantioselective intermolecular allylation of malononitriles as masked acyl cyanides (MAC) with terminal and symmetrical internal allenes is reported. A RhI/Josiphos catalytic system combined with subsequent oxidative degradation of the primary adducts enables a straightforward access to α-branched, β,γ-unsaturated carbonyl compounds. The present protocol exhibits perfect atom economy in the allylation step and is characterized by a great functional group compatibility. Furthermore, the use of α-substituted malononitriles allowed for the construction of all-carbon quaternary centers.