117772-77-7Relevant academic research and scientific papers
A novel synthesis of 2-alkyl(aryl)pyrrolidines from proline via 2,3-diphenylhexahydropyrrolo[2,1-b]oxazoles
Moshkin, Vladimir S.,Sosnovskikh, Vyacheslav Ya.
, p. 440 - 442 (2015)
Diphenyloxapyrrolizidines, products of the reaction between proline and benzaldehyde, are convenient building blocks for synthesizing 2-substituted pyrrolidines. The opening of their oxazolidine ring by treatment with Grignard reagents has been performed
Redox-Neutral Aromatization of Cyclic Amines: Mechanistic Insights and Harnessing of Reactive Intermediates for Amine α- and β-C?H Functionalization
Ma, Longle,Paul, Anirudra,Breugst, Martin,Seidel, Daniel
, p. 18179 - 18189 (2016/12/16)
Cyclic amines such as pyrrolidine and piperidine are known to undergo condensations with aldehydes to furnish pyrrole and pyridine derivatives, respectively. A combined experimental and computational study provides detailed insights into the mechanism of pyrrole formation. A number of reactive intermediates (e.g., azomethine ylides, conjugated azomethine ylides, enamines) were intercepted, outlining strategies for circumventing aromatization as a valuable pathway for amine C?H functionalization.
1,3-Dipolar cycloadditions of nonstabilized azomethine ylides to planar chalcones via regio-and stereoselective route: A three-component strategy
Gayen, Biswajit,Banerji, Avijit,Dhara, Kaliprasanna
supporting information, p. 293 - 308 (2016/04/05)
Simple and efficient strategies toward the synthesis of trisubstituted pyrrolizidines and disubstituted oxazolidine systems by 1,3-dipolar cycloaddition reactions using arylaldehydes and α-amino acids have been developed, followed by a one-pot, three-comp
Functionalization of an sp3 C-H bond via a redox-neutral domino reaction: Diastereoselective synthesis of hexahydropyrrolo[2,1-b]oxazoles
Rahman, Matiur,Bagdi, Avik Kumar,Mishra, Subhajit,Hajra, Alakananda
, p. 2951 - 2953 (2014/03/21)
A diastereoselective synthesis of pyrrolidinooxazolidines was achieved by a metal-free, base-promoted reaction of pyrrolidine and aromatic aldehydes under microwave irradiation. The rare functionalization of an sp3 C-H bond probably results from an in situ generated azomethine ylide that undergoes cycloaddition with aldehydes.
1,3 DIPOLAR CYCLOADDITIONS OF AZOMETHINE YLIDES WITH AROMATIC ALDEHYDES. SYNTHESES OF 1-OXAPYRROLIZIDINES AND 1,3-OXAZOLIDINES.
Orsini, F.,Pelizzoni, F.,Forte, M.,Destro, R.,Gariboldi, P.
, p. 519 - 542 (2007/10/02)
Substituted 1-oxapyrrolizidines have been synthetized by cycloaddition of azomethine ylides, generated by aldehydes induced decarboxylation of proline, with carbonyl dipolarophyles.The stereochemistry of the cycloadducts indicate that they arise from the
SYNTHESIS OF PYRROLIZIDINES AND 1-OXAPYRROLIZIDINES FROM PROLINE
Forte, Maurizio,Orsini, Fulvia,Pelizzoni, Francesca
, p. 569 - 572 (2007/10/02)
Methods for the synthesis of pyrrolizidines, 1-oxapyrrolizidines, and 1,3-oxazolidinesare given along with a preliminary hypothesis on the mechanism of the reaction.
