Enantioselective [4 + 1] cycloaddition of ortho-quinone methides and bromomalonates under phase-transfer catalysis

2017 ◽  
Vol 15 (17) ◽  
pp. 3670-3673 ◽  
Author(s):  
Xiao-Lei Lian ◽  
Alafate Adili ◽  
Bin Liu ◽  
Zhong-Lin Tao ◽  
Zhi-Yong Han
Keyword(s):  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Cycloaddition Reaction ◽  
Phase Transfer Catalyst ◽  
Quinone Methides

An enantioselective [4 + 1] cycloaddition reaction of ortho-quinone methides and bromomalonates using a quinine and BINOL derived phase-transfer catalyst is described.

Amide-Phosphonium Salt as Bifunctional Phase Transfer Catalyst for Asymmetric 1,6-Addition of Malonate Esters to para-Quinone Methides

2016 ◽  
Vol 81 (19) ◽  
pp. 9315-9325 ◽  
Author(s):  
Luo Ge ◽  
Xuehe Lu ◽  
Cang Cheng ◽  
Jie Chen ◽  
Weiguo Cao ◽  
...  
Keyword(s):  
Phosphonium Salt ◽  
Phase Transfer ◽  
Phase Transfer Catalyst ◽  
Quinone Methides

Highly enantioselective nitro-Mannich reaction of ketimines under phase-transfer catalysis

2017 ◽  
Vol 4 (7) ◽  
pp. 1266-1271 ◽  
Author(s):  
Bin Wang ◽  
Tong Xu ◽  
Lei Zhu ◽  
Yu Lan ◽  
Jingdong Wang ◽  
...  
Keyword(s):  
Density Functional Theory ◽  
Dft Calculations ◽  
Transition State ◽  
Mannich Reaction ◽  
Density Functional ◽  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Phase Transfer Catalyst ◽  
Protecting Group ◽  
Functional Theory

A novel bifunctional phase-transfer catalyst 1i was found to be highly efficient for the nitro-Mannich reaction of unactivated ketone-derived imines with the introduction of the protecting group 6-methyl-2-pyridylsulfonyl to the ketimines. Density functional theory (DFT) calculations are also performed to give the possible transition-state model.

scholarly journals Quaternary β2,2-amino acid derivatives by asymmetric addition of isoxazolidin-5-ones to para-quinone methides

2020 ◽  
Vol 56 (4) ◽  
pp. 579-582 ◽  
Author(s):  
Andreas Eitzinger ◽  
Michael Winter ◽  
Johannes Schörgenhumer ◽  
Mario Waser
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Phase Transfer ◽  
Phase Transfer Catalyst ◽  
Amino Acid Derivatives ◽  
Quinone Methides ◽  
Chiral Phase ◽  
Asymmetric Addition

Novel densely functionalized β2,2-amino acids were obtained in almost enantiopure form using down to 20 ppm of a chiral phase-transfer catalyst.

A hierarchical porous ionic organic polymer as a new platform for heterogeneous phase transfer catalysis

2015 ◽  
Vol 3 (47) ◽  
pp. 23871-23875 ◽  
Author(s):  
Qi Sun ◽  
Shengqian Ma ◽  
Zhifeng Dai ◽  
Xiangju Meng ◽  
Feng-Shou Xiao
Keyword(s):  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Phase Transfer Catalyst ◽  
Organic Polymer ◽  
Ionic Polymer ◽  
Hierarchical Porous ◽  
Heterogeneous Phase

A hierarchical porous ionic polymer with excellent amphiphilicity has been successfully constructed and demonstrates extraordinary performances as a heterogeneous phase transfer catalyst.

scholarly journals Synthesis of 1-butoxy-4-tert-butylbenzene under The Effect of Multi-site Phase Transfer Catalysis System – A Kinetic Study

2020 ◽  
Vol 15 (2) ◽  
pp. 405-414
Author(s):  
Manickam Sathiyaraj ◽  
Perumal Venkatesh
Keyword(s):  
Potassium Hydroxide ◽  
Reaction Rate ◽  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Heterogeneous Reactions ◽  
Phase Transfer Catalyst ◽  
System A ◽  
First Order Kinetics ◽  
Liquid Condition ◽  
Solid Liquid

Phase transfer catalysis technique proved to be a useful method for synthesizing various organic compounds under heterogeneous reactions and recognized as a viable environmentally friendly. The influence of a new multi site phase transfer catalyst (MPTC) is the synthesis of 1-butoxy-4-tertbutylbenzene from 4-tert-butylphenol with 1-bromobutane (BB) under heterogeneous solid-liquid condition using potassium hydroxide as a base at 60 °C. The higher conversion of 1-bromobutane was achieved by using the synergistic condition of multi-site phase transfer catalyst in better efficacy. The reaction rate enhanced by decreases the volume of water. The apparent the reaction rate was found to be pseudo-first order kinetics. The apparent rate constant was increased linearly with the increase in the concentration of various parameters, such as: MPTC, temperature, potassium hydroxide, and stirring speed. The activation energy (Ea) was also calculated through the Arrhenius plot. Copyright © 2020 BCREC Group. All rights reserved 

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