5402-89-1Relevant academic research and scientific papers
Process for producing optically active 3,3,3-Trifluoro-2-Hydroxy-2-Methylpropionic acid, and salt thereof
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, (2008/06/13)
There are disclosed are a diastereomer salt of formula (1): a process for producing the same, a process for producing optically active 3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid of formula (2′): a novel optically active amine compound of formula (4): a novel optically active amine compound of formula (8): an imine compound of formula (7) or (11):
Oxidative deamination of benzylamine by electrogenerated quinonoid systems as mimics of amine oxidoreductases cofactors
Largeron,Fleury
, p. 8874 - 8881 (2007/10/03)
The reactions of a new type of quinonoid system with benzylamine have been investigated in methanol in order to mimic the reactions occurring in the course of the enzymatic oxidation of amines by quinone cofactors. Under strictly anaerobic conditions, unstable quinonoid species 1OX-4OX have been selectively electrogenerated using anodic-controlled potential electrolysis. Thus, we have demonstrated that 3,4-quinone 1OX is incapable of deaminating benzylamine, while 3,4-iminoquinone species 3OX and 4OX act as efficient catalysts for the autorecycling oxidation of benzylamine: the reaction efficiency reached 64 turnovers. Additional mechanistic investigations reveal that the oxidation of benzylamine by our quinonoid model cofactors proceeds unambiguously via a transamination mechanism, as suggested for many enzymatic systems.
Stereochemistry of Imino-group Reduction. Part 3. The Hydride Reduction of Achiral Benzil Monoimines
Alcaide, Benito,Lopez-Mardomingo, Carmen,Perez-Ossorio, Rafael,Plumet, Joaquin
, p. 1649 - 1654 (2007/10/02)
The RR,SS:RS,SR ratio of diastereoisomeric amino-alcohols obtained from the lithium aluminium hydride reduction of the monoimines prepared by reaction of benzil and various aliphatic and aromatic achiral amines has been determined.Stereochemical results a
THE STEREOSELECTIVE REDUCTION OF α-AMINODEOXYBENZOIN DERIVATIVES WITH SODIUM BOROHYDRIDE
Alcaide, Benito,Escobar, Gerardo,Gonzalez-Simo, Jose L.,Lopez-Mardomingo, Carmen,Perez-Ossorio, Rafael,Plumet, Joaquin
, p. 2033 - 2036 (2007/10/02)
Total stereoselectivity is observed in the sodium borohydride reduction of α-aminodeoxybenzoins and their hydrochlorides in various hydroxylic solvents.RS-SR isomer (erythro) was the only aminoalcohol obtained.
CYCLOADDITIONS OF 1-SUBSTITUTED CIS- AND TRANS-2,3-DIPHENYLAZIRIDINES VIA AZOMETHINE YLIDES
Huisgen, Rolf,Matsumoto, Kiyoshi,Ross, Carl Heinz
, p. 1131 - 1136 (2007/10/02)
1-Benzyl-cis- and -trans-2,3-diphenylaziridines combine at 110 deg C with olefinic dipolarophiles to produce pyrrolidine derivatives in high yields.Stereospecific conrotation for the ring opening of the aziridines to azomethine ylides was deduced from the structure of the cycloadducts.The rate contstants of adduct formation with diethyl fumarate do not depend on the concentration of the dipolarophile.In contrast, ethyl cis- and trans-2,3-diphenylaziridine-1-carboxylate produce with dimethyl fumarate at 145 deg C the same mixture of diastereomeric pyrrolidines both of which are derived from the exo, endo- diphenyl substituted azomethine ylide.
