28835-96-3Relevant academic research and scientific papers
Deracemization by enantioselective dehydrohalogenation. Synthesis of optically active compounds bearing a chiral axis.
Duhamel, L.,Ravard, A.,Plaquevent, J. C.,Ple, G.,Davoust, D.
, p. 787 - 797 (2007/10/02)
This work describes the deracemization of 4-tert-butyl and 4-methylcyclohexylidene acetic acids bearing a chiral axis.Enantioselective dehydrohalogenation of prochiral species by chiral lithium amides allowed us to obtain e.e. as high as 82percent.A mecha
A New, General Cyclopentenone Synthesis
Ceccherelli, Paolo,Curini, Massimo,Marcotullio, Maria Carla,Rosati, Ornelio,Wenkert, Ernest
, p. 311 - 315 (2007/10/02)
A new synthesis of cyclopentenones, involving an Rh(II)-catalyzed, intramolecular carbon-hydrogen insertion of diazomethyl ketones derived from α,β-unsaturated acids, is described.
ENANTIOSELECTIVE DEHYDROHALOGENATION VIA ASYMMETRIC DEPROTONATION BY CHIRAL LITHIUM AMIDES: DERACEMIZATION OF A COMPOUND BEARING A CHIRAL AXIS
Duhamel, Lucette,Ravard, Alain,Plaquevent, Jean-Christophe,Davoust, Daniel
, p. 5517 - 5520 (2007/10/02)
Chiral lithium amides exert asymmetric induction in dehydrohalogenation reactions leading to axially dissymmetric compounds.Thus the deracemization of 4-tert-butyl-cyclohexylidene acetic acid 1 via the prochiral hydrochlorinated intermediate 2 is reported
SYNTHESIS OF CYCLOHEXYLALIPHATIC ACIDS AND THEIR PHARMACOLOGICAL PROPERTIES
Kuchar, Miroslav,Brunova, Bohumila,Grimova, Jaroslava,Vanecek, Stanislav,Holubek, Jiri
, p. 2896 - 2908 (2007/10/02)
A series of substituted cyclohexylacetic acids I has been obtained by hydrogenation of the unsaturated analogues II and III.Esters of these analogues were prepared by the Horner-Wittig reaction of the corresponding cyclohexanones IV and/or 2-cyclohexenones V with triethyl phosphonoacetate.These esters were obtained in two isomeric forms (Z and E), differing in the double bond in the exo-position.The derivatives with a substituent in the 2-position exhibited a partial shift of the double bond to the cyclohexane ring; this shift was especially marked in the 2-phenyl derivative.With the acids I-III, activation of fibrinolysis was assessed by the hanging clot method; the anti-inflammatory effect was assessed by inhibition of two experimental model inflammations.The regression equation relating fibrinolytic capacity to lipophilicity was a quadratic one, the logarithm of optimum lipophilicity being log Popt = 5.55.A qualitative assessment of the anti-inflammatory effect in relation to lipophilicity suggests that log Popt is probably higher than with arylaliphatic acids.These acids seem to have an active site different from that of the acids I-III.
