ChemInform Abstract: Lewis Base Catalysis of Three n-π* Mediated Reactions with N-Heterocyclic Carbenes (NHCs), Isothioureas, Bicyclic Tertiary Amines, and Electron-Rich Pyridyls

ChemInform ◽  
2014 ◽  
Vol 45 (43) ◽  
pp. no-no
Author(s):  
Lisa Candish ◽  
Yuji Nakano ◽  
David W. Lupton
Keyword(s):  
Heterocyclic Carbenes ◽  
Lewis Base ◽  
Base Catalysis ◽  
Tertiary Amines

scholarly journals Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the α-arylation of aldehydes via N-acyliminium ions

2015 ◽  
Vol 51 (87) ◽  
pp. 15788-15791 ◽  
Author(s):  
Chandra M. R. Volla ◽  
Eleonora Fava ◽  
Iuliana Atodiresei ◽  
Magnus Rueping
Keyword(s):  
Asymmetric Synthesis ◽  
Catalytic System ◽  
Optically Active ◽  
Lewis Base ◽  
Base Catalysis ◽  
Asymmetric Addition ◽  
Acyliminium Ions ◽  
Indium Triflate ◽  
Dual Metal

A dual catalytic system consisting of indium triflate and a chiral imidazolidinone catalyzes the asymmetric addition of aldehydes to N-acyl quinoliniums furnishing optically active dihydroquinolines in good yields and excellent selectivities.

scholarly journals Polarity Inversion Catalysis by the 1,4-Addition of N-Heterocyclic Carbenes

2020 ◽  
Vol 73 (1) ◽  
pp. 1 ◽  
Author(s):  
Xuan B. Nguyen ◽  
Yuji Nakano ◽  
David W. Lupton
Keyword(s):  
Catalytic Reaction ◽  
Heterocyclic Carbenes ◽  
Lewis Base ◽  
Coupling Reactions ◽  
Polarity Inversion ◽  
Contrast Polarity ◽  
Base Catalysts ◽  
Selection For ◽  
Lewis Base Catalysts ◽  
Comprehensive Coverage

Polarity inversion is the hallmark of N-heterocyclic carbene (NHC) organocatalysis, with the generation and reaction of acyl anion equivalents known for more than 70 years. In contrast, polarity inversion through 1,4-addition of NHCs to conjugate acceptors was first applied in a catalytic reaction in 2006. This sub-field of NHC-organocatalysis has developed steadily over the subsequent years, enabling novel coupling reactions, enantioselective cycloisomerizations, polymerizations, and other reactions. In this review, this emerging area of NHC-organocatalysis is discussed with comprehensive coverage. In addition, notes regarding the use of other Lewis base catalysts for related reactions, and comments regarding NHC selection for this type of catalysis, are provided.

scholarly journals Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes

Molecules ◽  
2018 ◽  
Vol 24 (1) ◽  
pp. 101 ◽  
Author(s):  
Yanmei Wen ◽  
Chunmei Deng ◽  
Jianying Xie ◽  
Xinhuang Kang
Keyword(s):  
Lewis Acids ◽  
Heterocyclic Carbenes ◽  
Lewis Base ◽  
Organoboron Compounds ◽  
Lewis Bases ◽  
Metal Free ◽  
Recent Synthesis

Diboron reagents have been traditionally regarded as “Lewis acids”, which can react with simple Lewis base to create a significant nucleophilic character in one of boryl moieties. In particular, bis(pinacolato)diboron (B2pin2) reacts with simple Lewis bases, such as N-heterocyclic carbenes (NHCs), phosphines and alkoxides. This review focuses on the application of trivalent nucleophilic boryl synthon in the selective preparation of organoboron compounds, mainly through metal-free catalytic diboration and the β-boration reactions of alkynes and alkenes.

ChemInform Abstract: A New Motif for Lewis Base Catalysis: Asymmetric Reduction of β-Enamino Esters

ChemInform ◽  
2012 ◽  
Vol 43 (11) ◽  
pp. no-no
Author(s):  
Andreas Weickgennat ◽  
Martin Oestreich
Keyword(s):  
Asymmetric Reduction ◽  
Lewis Base ◽  
Base Catalysis

ChemInform Abstract: Lewis Base Assisted Broensted Base Catalysis: Direct Regioselective Asymmetric Vinylogous Alkylation of Allylic Sulfones.

ChemInform ◽  
2011 ◽  
Vol 42 (52) ◽  
pp. no-no
Author(s):  
Lin Jiang ◽  
Qian Lei ◽  
Xin Huang ◽  
Hai-Lei Cui ◽  
Xue Zhou ◽  
...  
Keyword(s):  
Lewis Base ◽  
Base Catalysis

scholarly journals Multifunctional heterocyclic scaffolds for hybrid Lewis acid/Lewis base catalysis of carbon–carbon bond formation

Tetrahedron ◽  
2016 ◽  
Vol 72 (27-28) ◽  
pp. 3905-3916 ◽  
Author(s):  
Dennis Wiedenhoeft ◽  
Adam R. Benoit ◽  
Yibiao Wu ◽  
Jacob D. Porter ◽  
Elisia Meyle ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Bond Formation ◽  
Lewis Base ◽  
Base Catalysis ◽  
Carbon Bond ◽  
Carbon Carbon Bond
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