One-Pot Asymmetric Synthesis of Cyclopropanes with Quaternary Centers Starting From Bromonitroalkenes under Aminocatalytic Conditions

ChemPlusChem ◽  
2015 ◽  
Vol 80 (11) ◽  
pp. 1595-1600 ◽  
Author(s):  
Javier Luis-Barrera ◽  
Ruben Mas-Ballesté ◽  
José Alemán
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot ◽  
Quaternary Centers

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

Synthesis of Nitrile-Bearing Quaternary Centers via an Equilibrium-Driven Transnitrilation and Anion-Relay Strategy

2019 ◽  
Author(s):  
Sebastien Alazet ◽  
Michael West ◽  
Purvish Patel ◽  
Sophie Rousseaux
Keyword(s):  
Building Blocks ◽  
One Pot ◽  
Quaternary Centers ◽  
Synthetic Intermediates

The efficient preparation of nitrile-containing building blocks is of interest due to their utility as synthetic intermediates and their prevalence in pharmaceuticals. As a result, significant efforts have been made to develop methods to access these motifs which rely on safer and non-toxic sources of CN. Herein, we report that 2-methyl-2-phenylpropanenitrile is an efficient, non-toxic, electrophilic CN source for the synthesis of nitrile-bearing quaternary centers via a thermodynamic transnitrilation and anion-relay strategy. This one-pot process leads to nitrile products resulting from the gem-difunctionalization of alkyl lithium reagents.<br>

Indium Bromide-catalyzed Unprecedented Hydrogenolysis: A Novel One-Pot Synthesis of Per-O-Acetylated β-carboxymethyl O and S-glycosides

2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Bioactive Molecules ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Stereoselective Glycosylation ◽  
One Pot Synthesis ◽  
Wide Range

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.

Multistep One-Pot Reactions Combining Biocatalysts and Chemical Catalysts for Asymmetric Synthesis

ACS Catalysis ◽  
2013 ◽  
Vol 3 (12) ◽  
pp. 2856-2864 ◽  
Author(s):  
Carl A. Denard ◽  
John F. Hartwig ◽  
Huimin Zhao
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot

Asymmetric synthesis of dihydrocarbazoles through Friedel-Crafts alkylation/annulation sequential reaction of indoles

2021 ◽  
Author(s):  
Linfeng Hu ◽  
Weidi Cao ◽  
Kaixuan Wang ◽  
Xiaohua Liu ◽  
Xiaoming Feng
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot ◽  
Sequential Reaction

An enantioselective tandem Friedel-Crafts alkylation/annulation of indoles with diazoacetoacetate enones is realized in one pot. A series of dihydrocarbazoles were obtained in moderate yields with good to excellent ee values...

One-Pot Asymmetric Synthesis of 2- and 2,3-Disubstituted Tetrahydrofuran Derivatives

2012 ◽  
Vol 77 (12) ◽  
pp. 5394-5398 ◽  
Author(s):  
P. Veeraraghavan Ramachandran ◽  
Hari N. G. Nair ◽  
Pravin D. Gagare
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot

scholarly journals Recyclable Organocatalyst for One-Pot Asymmetric Synthesis of Dihydrofuranone and Tetrahydropyranone Spirooxindoles

2018 ◽  
Vol 2019 (1) ◽  
pp. 150-155 ◽  
Author(s):  
Miao Liu ◽  
Xiaofeng Zhang ◽  
Xin Huang ◽  
Gagan Dhawan ◽  
Jason Evans ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot
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