Mechanism of Mukaiyama−Michael Reaction of Ketene Silyl Acetal:  Electron Transfer or Nucleophilic Addition?

1996 ◽  
Vol 61 (9) ◽  
pp. 2951-2962 ◽  
Author(s):  
Junzo Otera ◽  
Yukihiro Fujita ◽  
Nobuyuki Sakuta ◽  
Morifumi Fujita ◽  
Shunichi Fukuzumi
Keyword(s):  
Electron Transfer ◽  
Nucleophilic Addition ◽  
Michael Reaction

Tandem Nucleophilic Addition−Intramolecular Aza-Michael Reaction: Facile Synthesis of Chiral Fluorinated Isoindolines

2010 ◽  
Vol 12 (23) ◽  
pp. 5494-5497 ◽  
Author(s):  
Santos Fustero ◽  
Javier Moscardó ◽  
María Sánchez-Roselló ◽  
Elsa Rodríguez ◽  
Pablo Barrio
Keyword(s):  
Nucleophilic Addition ◽  
Michael Reaction ◽  
Facile Synthesis

scholarly journals Addition Coupled Electron Transfer (ACET) and Addition Coupled Electron Coupled Proton Transfer (ACPCET)

2021 ◽  
Author(s):  
Yumiao Ma
Keyword(s):  
Electron Transfer ◽  
Proton Transfer ◽  
Nucleophilic Addition ◽  
Potential Energy Surfaces ◽  
Density Functional ◽  
Density Functional Theory Calculation ◽  
Classical Trajectory ◽  
Functional Theory ◽  
Energy Surfaces ◽  
Theory Calculation

The new types of elementary reaction in which a nucleophilic addition (A) to quinones is coupled with electron transfer (ET) and even further proton transfer (PT) are suggested herein by density functional theory calculation, which are called Addition Coupled Electron Transfer (ACET) or Addition Coupled Electron Coupled Proton Transfer (ACPCET). With a [2.2]paracyclophane-derived biquinone (1) as the substrate, the nature of nucleophilic addition onto its sp2 carbons exhibits a change from stepwise A-ET-PT to ACET-PT and further to ACPCET, in parallel with the decreased nucleophilicity of the attacking reagent. In addition, we further proposed six possible potential energy surfaces and the coupling modes between A, ET and PT, in which three have been found in this work. Quasi-classical trajectory shows that the ACET and PT event can also be dynamically concerted even for an ACET-PT mechanism.

Competition between nucleophilic addition and electron-transfer process in the reaction of 9-diazo-10-anthrone with grignard reagents

Tetrahedron ◽  
1996 ◽  
Vol 52 (19) ◽  
pp. 6795-6802 ◽  
Author(s):  
Paolo Bruni ◽  
Patricia Carloni ◽  
Carla Conti ◽  
Elisabetta Giorgini ◽  
Lucedio Greci ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Transfer Process ◽  
Nucleophilic Addition ◽  
Grignard Reagents ◽  
Electron Transfer Process

ChemInform Abstract: Tandem Nucleophilic Addition/Oxa-Michael Reaction for the Synthesis of cis-2,6-Disubstituted Tetrahydropyrans.

ChemInform ◽  
2015 ◽  
Vol 46 (6) ◽  
pp. no-no
Author(s):  
Santosh J. Gharpure ◽  
J. V. K. Prasad ◽  
Kalisankar Bera
Keyword(s):  
Nucleophilic Addition ◽  
Michael Reaction
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