77397-55-8Relevant academic research and scientific papers
REACTIVITE COMPAREE DES ISOMERES IMINE ET ENAMINE SILICIES: SYNTHESE ENANTIOSELECTIVE DE L'(OXO-2 CYCLOHEXYL)-3 PROPIONATE DE METHYLE
Fourtinon, Michel,Jeso, Bernard de,Pommier, Jean-Claude
, p. 239 - 246 (2007/10/02)
The isomerisation process between SiMe3-substituted enamines and imines (N-SiC-Si) is so slow that each isomer is able to react independently.The silicon-substituted (S)-phenylethylamine derivative adds to methyl acrylate and forms, upon hydrolysis, methyl (S)-3-(2-oxocyclohexyl)propane carboxylate.The tautomeric imine leads to the (R)-enantiomer.Surprisingly, in the presence of a Lewis acid, the ring-containing organosilicon-substituted derivatives show lower stereoselectivity than the corresponding tin compounds.
Enantioselective Synthesis of α-Functionally Substituted Cyclic Ketones via Chiral Organotin Enamines
Stetin, Cecile,Jeso, Bernard De,Pommier, Jean-Claude
, p. 3863 - 3866 (2007/10/02)
Chiral organotin enamines 1a-f are easily prepared from cyclic ketones, chiral amino alcohols 5a-c (derived from amino acids), and an organotin precursor.Nucleophilic addition of these compounds to electrophilic alkenes followed by hydrolysis leads to the
TRIMETHYLCHOLOROSILANE INDUCED RING OPENING OF 2-ALKYLOXAZOLIDINES TO ENAMINE DERIVATIVES
Ito, Yoshihiko,Sawamura, Masaya,Kominami, Kazuhiko,Saegusa, Takeo
, p. 5303 - 5306 (2007/10/02)
2-Alkyloxazolidines (5) were ring-opened by trimethylchlorosilane with N,N-diisopropylamine to give N--enamines (6).A MgCl2 promoted Michael reaction of chiral enamines thus prepared was achieved with asymmetric induction.
