PROCESSES FOR THE PREPRATION OF EXO- AND ENDO-INDOLOTROPANES

Novel processes for the stereoselective preparation of exo- and endo- indolotropanes of formulae (IA) and (IB) wherein: R is hydrogen or (C1-6)alkyl; R and R , which may be the same or different, are selected from the group consisting of hydrogen, halogen, cyano, (C1-6)alkyl, (C3-7)cycloalkyl, (C1-6)alkoxy, halo(C1-6)alkyl, hydroxy, oxo, amino, mono- or di-(C1-6)alkylamino, acylamino, nitro, carboxy, (C1-6)alkoxycarbonyl, (C1-6)alkenyloxycarbonyl, (C1-6)alkoxycarbonyl(C1-6)alkyl, carboxy(C1-6)alkyl, (C1-6)alkylcarbonyloxy, carboxy(C1-6)alkyloxy, (C1-6)alkoxycarbonyl(C1-6)alkoxy, (C1-6)alkylthio, (C1-6)alkylsulphinyl, (C1-6)alkylsulphonyl, sulphamoyl, mono- and di-(C1-6)-alkylsulphamoyl, carbamoyl, mono- and di-(C1-6)alkylcarbamoyl, (C1-6)alkylsulphonamido, arylsulphonamido, aryl, aryl(C1-6)alkyl, aryl(C1-6)alkoxy, aryloxy, and heterocyclyl; Y is hydrogen, a nitrogen protecting group or an organic substituent; and Nq represents optional ring nitrogen atoms in positions 4, 5, 6, and 7; wherein q is O, 1 or 2. L'invention concerne des procédés relatifs à l'élaboration stéréosélective d'exo- et d'endo- indolotropanes représentés par les formules (IA) et (IB). Dans lesdites formules, R est hydrogène ou (C1-6)alkyle; R et R1-63-71-61-61-61-6)alcoxycarbonyle, (C1-6)alcényloxycarbonyle, (C1-6)alcoxycarbonyle(C1-6)alkyle, carboxy(C1-6)alkyle, (C1-6)alkylcarbonyloxy, carboxy(C1-6)alkyloxy, (C1-6)alcoxycarbonyle(C1-6)alcoxy, (C1-6)alkylthio, (C1-6)alkylsulphinyle, (C1-6)alkylsulphonyle, sulphamoyle, mono- et di-(C1-6)-alkylsulphamoyle, carbamoyle, mono- et di-(C1-6)alkylcarbamoyle, (C1-6)alkylsulphonamido, arylsulphonamido, aryle, aryle(C1-6)alkyle, aryle(C1-6)alcoxy, aryloxy, et hétérocyclyle; Y est hydrogène, un groupe de protection azote ou un substituant organique; et Nq représente des atomes d'azote de formation cyclique facultative en positions 4, 5, 6, et 7; q valant 0, 1 ou 2.