Retro‐Friedel–Crafts‐type Acidic Ring‐Opening of Triptycenes: A New Synthetic Approach to Acenes

2022 ◽  
Author(s):  
Takayuki Iwata ◽  
Ryusei Kawano ◽  
Takuto Fukami ◽  
Mitsuru Shindo
Keyword(s):  
Ring Opening ◽  
Synthetic Approach

scholarly journals Microwave Heating Promotes the S-Alkylation of Aziridine Catalyzed by Molecular Sieves: A Post-Synthetic Approach to Lanthionine-Containing Peptides

Molecules ◽  
2021 ◽  
Vol 26 (20) ◽  
pp. 6135
Author(s):  
Valentina Verdoliva ◽  
Giuseppe Digilio ◽  
Michele Saviano ◽  
Stefania De Luca
Keyword(s):  
Microwave Irradiation ◽  
Molecular Sieves ◽  
Ring Opening ◽  
Cysteine Residue ◽  
Biologically Active ◽  
Synthetic Approach ◽  
Stepwise Approach ◽  
Valuable Alternative ◽  
Ring Opening Reactions ◽  
Nucleophilic Ring Opening

Aziridine derivatives involved in nucleophilic ring-opening reactions have attracted great interest, since they allow the preparation of biologically active molecules. A chemoselective and mild procedure to convert a peptide cysteine residue into lanthionine via S-alkylation on aziridine substrates is presented in this paper. The procedure relies on a post-synthetic protocol promoted by molecular sieves to prepare lanthionine-containing peptides and is assisted by microwave irradiation. In addition, it represents a valuable alternative to the stepwise approach, in which the lanthionine precursor is incorporated into peptides as a building block.

scholarly journals Synthetic Approach toward α-Aminomethyl-γ-butyrolactones from β-Lactam Synthons Elaborated by SmI2-mediated Reductive Coupling Reactions

2013 ◽  
Vol 8 (7) ◽  
pp. 1934578X1300800
Author(s):  
Masaki Takahashi ◽  
Takahiro Sudo ◽  
Yusuke Murata ◽  
Tetsuya Sengoku ◽  
Hidemi Yoda
Keyword(s):  
Ring Opening ◽  
Coupling Reaction ◽  
Synthetic Approach ◽  
Coupling Reactions ◽  
Reductive Coupling ◽  
Important Class

A simple and straightforward synthetic approach was developed to access a biologically important class of α-aminomethyl-γ-butyrolactones via a β-lactam synthon strategy involving successive ring-opening and lactonization processes from α-hydroxyethyl-substituted β-lactams that were elaborated by SmI2-mediated reductive coupling reaction.

scholarly journals Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines

RSC Advances ◽  
2020 ◽  
Vol 10 (27) ◽  
pp. 16101-16109 ◽  
Author(s):  
Sonal Bhandari ◽  
Sravani Sana ◽  
Vandana Lahoti ◽  
Ramya Tokala ◽  
Nagula Shankaraiah
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Synthetic Approach ◽  
Acid Catalyzed

Herein, we report a facile tandem approach for the synthesis of both spiro-oxindole-fused pyrroloindolines and benzofurano-pyrrolidines via a Lewis acid-catalyzed domino ring-opening annulation using activated spiro-aziridines and heteroarenes.

A synthetic approach to a fullerene-rich dendron and its linear polymer via ring-opening metathesis polymerization

2011 ◽  
Vol 47 (11) ◽  
pp. 3078 ◽  
Author(s):  
Jonggi Kim ◽  
Myoung Hee Yun ◽  
Junghoon Lee ◽  
Jin Young Kim ◽  
Fred Wudl ◽  
...  
Keyword(s):  
Ring Opening ◽  
Linear Polymer ◽  
Synthetic Approach ◽  
Ring Opening Metathesis Polymerization ◽  
Metathesis Polymerization

scholarly journals A De Novo Synthetic Route to 1,2,3,4-Tetrahydroisoquinoline Derivatives

Synlett ◽  
2018 ◽  
Vol 29 (15) ◽  
pp. 2066-2070 ◽  
Author(s):  
Ferenc Fülöp ◽  
Loránd Kiss ◽  
Renáta Ábrahámi ◽  
Santos Fustero
Keyword(s):  
Ring Opening ◽  
Reductive Amination ◽  
De Novo ◽  
Synthetic Approach ◽  
Synthetic Route ◽  
Synthetic Strategy

A novel synthetic approach was developed for the construction of the 1,2,3,4-tetrahydroisoquinoline framework possessing varied functions. The synthetic strategy was based on oxidative ring opening of some indene derivatives through their C=C bond, followed by double reductive amination of the dicarbonyl intermediates with various primary alkyl- or fluoroalkylamines.

Regioselective Dye-Induced Photocleavage of Epoxides as an Alternative Mild Synthetic Route to a Targeted Alcohol Functionality

2015 ◽  
Vol 68 (3) ◽  
pp. 500 ◽  
Author(s):  
Anthony A. Provatas ◽  
Gary A. Epling ◽  
James D. Stuart ◽  
Aliaksandr Yeudakimau
Keyword(s):  
Electron Transfer ◽  
Visible Light ◽  
Ring Opening ◽  
Radical Anion ◽  
Transfer Reaction ◽  
Electron Transfer Reaction ◽  
Hydroxyl Group ◽  
Synthetic Approach ◽  
Synthetic Route ◽  
Toxic Dyes

The regioselective cleavage of epoxides using visible light and a catalytic dye is reported in this study as an alternative mild synthetic approach. The epoxide radical anion is generated via visible light in an electron transfer reaction, induced by non-toxic dyes, leading to ring opening and formation of the corresponding alcohol with the hydroxyl group on the less substituted carbon in excellent yields.

Synthesis of hydroxymethyl analogues of mannostatin A and their evaluation as inhibitors of GH38 α-mannosidases

2021 ◽  
Author(s):  
Martin Kalník ◽  
Mária Zajičková ◽  
Juraj Kóňa ◽  
Sergej Šesták ◽  
Jan Moncol ◽  
...  
Keyword(s):  
Ring Opening ◽  
Synthetic Approach ◽  
Mannostatin A

A synthetic approach to hydroxymethyl analogues of mannostatin A starting from L-ribose is described. The key step employed in the synthesis of homomannostatin A was ring-opening of aziridine intermediates with...

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