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Theoretical insights into the regioselectivity of a Pictet-Spengler reaction: transition state structures leading to salsolinol and isosalsolinol
(Wiley, 2017)
The mechanism of the cyclization step of the Pictet-Spengler reaction between acetaldehyde and dopamine to give salsolinol and isosalsolinol was studied computationally, using density functional theory. The preferential ...
Divergent total synthesis of the natural antimalarial marinoquinolines A, B, C, E and unnatural analogues
(Pergamon-elsevier Science LtdOxfordInglaterra, 2012)
Estudos de imobilização da enzima (S)-norcoclaurina sintase e potencial de aplicação à síntese de tetraidroisoquinolinas
(Universidade Federal de Minas GeraisBrasilICX - DEPARTAMENTO DE QUÍMICAPrograma de Pós-Graduação em QuímicaUFMG, 2021-05-03)
Enzymes are macromolecules capable of catalyzing chemical reactions in mild conditions and with high chemo-, regium- and stereoselectivity, providing advantages over many conventional non-enzymatic methods. The enzyme ...
Beyond Pseudo-natural Products: Sequential Ugi/Pictet-Spengler Reactions Leading to Steroidal Pyrazinoisoquinolines That Trigger Caspase-Independent Death in HepG2 Cells
(Wiley VCH Verlag, 2021-06)
In this work, we describe how stereochemically complex polycyclic compounds can be generated by applying a synthetic sequence comprising an intramolecular Ugi reaction followed by a Pictet-Spengler cyclization on steroid-derived ...
Síntese estereosseletiva de α-fenilseleno-β-amino ésteres pela reação do tipo-Mannich e efeito promotor de tiofenol na reação de Pictet-Spengler.
(Universidade Federal de Santa MariaBRQuímicaUFSMPrograma de Pós-Graduação em Química, 2006-06-21)
In the present work, it was developed a new methodology for the stereoselective synthesis of α-phenylseleno-β-amino esters by the Mannich-type reaction. These reactions
involve chlorotitanium α-phenylseleno esters enolates ...
Synthesis of Oxacycles Employing the Oxa-Pictet–Spengler Reaction: Recent Developments and New Prospects
(Wiley VCH Verlag, 2011-09)
The oxa-Pictet-Spengler cyclization is the oxygen variation of the Pictet-Spengler reaction, in which an aromatic alcohol component (generally a β-arylethyl alcohol) reacts with acarbonyl component (aldehyde, ketone or ...
1-Substituted β-carbolines by a Pictet-Spengler cyclization with thioortho esters and carbon-carbon bond formation via N-sulfonyl iminium ions generated from N,S-sulfonyl acetals
(American Chemical Society, 2005-08)
(Chemical Equation Presented) The reaction of N-tosyltryptamines with thioortho esters, leading to 1-thiosubstituted tetrahydro-β-carbolines under modified Pictet-Spengler conditions, is described. The 1-heterosubstituted ...
Estudos teórico e experimental da reatividade de compostos carbonílicos frente a reação de Pictet-Spengler catalisada pela enzima TfNCS
(Universidade Federal de Minas GeraisBrasilICX - DEPARTAMENTO DE QUÍMICAPrograma de Pós-Graduação em QuímicaUFMG, 2020-11-26)
The enzyme (S)–NCS, from the organism Thalictrum Flavum (TfNCS), has been studied in the last years, revealing the great potential for different applications, such as the production of intermediaries in biosynthetic paths ...
A competição entre as reações de Clarke-Eschweiler e Pictet-Spengler em fluxo sequencial de plugues
(Universidade Tecnológica Federal do ParanáCuritibaBrasilBacharelado em QuímicaUTFPR, 2017-06-23)
Herein is described the syntheses of 2-phenylethylamine and homoveratrylamine. The former was used to study the competition between the Clarke-Eschweiler and Pictet-Spengler reactions using segmented plug flow. A flow ...