NEW SYNTHESIS OF (METHOXYCARBONYL)-INDOLIZIDIN-7-ONE AND (METHOXYCARBONYL)-QUINOLIZIDIN-2-ONE - AN ACCESS TO BETA-AMINO ACIDS WITH INDOLIZIDINE AND QUINOLIZIDINE BACKBONE
Fm. Cordero et al., NEW SYNTHESIS OF (METHOXYCARBONYL)-INDOLIZIDIN-7-ONE AND (METHOXYCARBONYL)-QUINOLIZIDIN-2-ONE - AN ACCESS TO BETA-AMINO ACIDS WITH INDOLIZIDINE AND QUINOLIZIDINE BACKBONE, Gazzetta chimica italiana, 127(1), 1997, pp. 25-29
Two protected beta-amino acids containing the indolizidine or quinoliz
idine skeleton have been synthesised. The key step of the strategy is
represented by the new synthesis of indolizidinone and quinolizidinone
II carried out by the opening of the tricyclic 1,3-dipolar cycloaddit
ion products 17 or 18 with DABCO. A new and more convenient method for
the synthesis of the cyclic hydroxylamines 13 and 14 precursors of ni
trones is also reported.