Collect. Czech. Chem. Commun. 1982, 47, 936-949

Synthesis and absolute configuration of three isomeric spiro-bis(2-pyrrolidinones)

Márton Kajtár, Miklós Hollósi, Klaus Kinski and Zsuzsanna Majer

Institute of Organic Chemistry, Eotvos University, H-1088 Budapest, Hungary


Syntheses are described for three isomeric spiro-bis-(2-pyrrolidinones): 2,7-diazaspiro[4,4]nonane-3,8-dione (II), 2,7-diazaspiro[4.4]nonane-1,8-dione (IV) and 1,7-diazaspiro[4,4]nonane-2,8-dione (IV). All the syntheses were carried out starting from 3-carboxy-5-oxo-3-pyrrolidineacetic acid (VIII) of known configuration, allowing the assignation of absolute configuration to compounds II, IV and VI synthesized through stereochemically unequivocal reaction steps.