Jean-Marc Paris

Palladium-catalyzed reactions in aqueous media. An efficient removal of allyloxycarbonyl protecting group from oxygen and nitrogen

Abstract The Allyloxycarbonyl (Alloc) moiety can be removed smoothly and selectively in good yield (70–99%) from allylic esters, carbamates and carbonates by aqueous Pd (0) catalyzed allyl transfer to diethylamine as the accepting nucleophile. The method has been successfully used for deprotection of a wide range of secondary amines.

Synthesis of 3-Amino 3-Phenyl Azetidine

Abstract We report a convenient preparation of 3-amino 3-phenyl azetidine from N-benzhydryl 3-azetidinone. Our strategy involves a modified Strecker reaction using dibenzylamine as an amino equivalent followed by the displacement of the cyano group by phenyl magnesium bromide and a final catalytic hydrogenation.

Enantioselective synthesis of girolline

Abstract Girolline (RP 49532) is efficiently and enantioselectively synthesized from the aldol reaction of (R)-3-chloroacetyl-4-isopropyl-1,3-oxazolidin-2-one 2 and 1-triphenylmethylimidazole-4-carboxaldehyde 3 followed by reaction with aqueous ammonia and reduction with borane. The last steps use the 2-arylazo procedure.

Une Nouvelle reaction de cyclisation conduisant a des pyrrolo[1,2-a]pyrazines

Zusammenfassung Reduction of 5-(2-pyrazinyl-1,2-dithiole-3-thiones by sodium sulphide, followed by alkylation of the intermediates yields[1,2-a]pyrazines.

Reactivity of 1-(des-3-hydroxy-picolinoyl) pristinamycin IA

Abstract 1-(Des-3-hydroxy-picolinoyl) pristinamycin IA (PI-NH2) was shown to undergo a variety of reactions, including two unexpected transformations, to afford new pristinamycin IA derivatives.

NEW DERIVATIVES OF 4,4-DIPHENYL-2-CYCLOHEXEN-ONE

Abstract The syntheses of some new derivatives of 4, 4-diphenyl-2-cyclohexen-one are reported. In particular, we described a palladium-based strategy for the preparation of dienes (1) and (2).

Preparation of des-3-hydroxy-picolinoyl pristinamycins I

Abstract The cleavage of the 3-hydroxy-picolinoyl residue of pristinamycin I A and related compounds is reported to occur by a simple zinc reduction in aqueous acidic solution.

Incidence of the peptidic lactone opening on the electrochemical reduction of pristinamycin IA

Abstract Comparison of the cathodic behaviour of pristinamycin IA with an open ring derivative corroborates the role of the steric crowding exerted by the peptidic lactone.

A Convenient Synthesis of 2,2-Diphenyl-Cyclohexanone and 6,6-Diphenyl-2-Cyclohexen-One

Abstract A short, convenient and large scale synthesis of 2,2-diphenyl-cyclohexanone and 6,6-diphenyl-2-cyclohexen-one using respectively the regioselective hydrogenolysis of 1,3-diketone (3) and the radical reduction of 3-bromo-enone (4) is reported.