title: Investigations of the reaction mechanisms of 1,2-indanediones with amino acids.
abstract: The reaction mechanisms of amino acids with a new class of fluorogenic reagents were investigated. The structures of colored and fluorescent species formed in these reactions were partially confirmed by experimental evidence. Reaction intermediates, C-N-C 1,3-dipoles derived from imines, were trapped with dipolarophiles in 3 + 2 cycloadditions to form spiropyrrolidines.
authors.affiliation: Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323, USA.
authors.forename: O
authors.initials: O
authors.lastname: Petrovskaia
authors.forename: B M
authors.initials: BM
authors.lastname: Taylor
authors.forename: D B
authors.initials: DB
authors.lastname: Hauze
authors.forename: P J
authors.initials: PJ
authors.lastname: Carroll
authors.forename: M M
authors.initials: MM
authors.lastname: Joullié
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D007189:Indans / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry; D013141:Spiro Compounds / Q000737:chemistry
chemical_list: C413384:1,2-indanedione; D000596:Amino Acids; D007189:Indans; D011759:Pyrrolidines; D013141:Spiro Compounds