Diastereoselective synthesis of cyclopentene spiro-rhodanines containing three contiguous stereocenters via phosphine-catalyzed [3 + 2] cycloaddition or one-pot sequential [3 + 2]/[3 + 2] cycloaddition

RSC Advances ◽  
2016 ◽  
Vol 6 (109) ◽  
pp. 107984-107993 ◽  
Author(s):  
Jiayong Zhang ◽  
Minxuan Zhang ◽  
Yuming Li ◽  
Shang Liu ◽  
Zhiwei Miao
Keyword(s):  
Cascade Reactions ◽  
Diastereoselective Synthesis ◽  
One Pot

5-Spiro-cyclopentene-rhodanine derivatives have been synthesized through two different diastereoselective phosphine-catalyzed cascade reactions in excellent diastereoselectivities and good to excellent yields.

scholarly journals A one-pot diastereoselective synthesis of 1,3-diols and 1,3,5-triols via cascade reactions of arylalkynyl Grignard reagents with enol esters

2020 ◽  
Vol 44 (5-6) ◽  
pp. 255-266
Author(s):  
Yinchun Jiao ◽  
Wenjing Zhao ◽  
Shuang Deng ◽  
Zilong Tang ◽  
Wanqiang Liu ◽  
...  
Keyword(s):  
High Performance ◽  
Cascade Reactions ◽  
Grignard Reagents ◽  
Diastereoselective Synthesis ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Chromatography Analysis ◽  
Enol Esters ◽  
Performance Liquid Chromatography Analysis

An efficient cascade reaction has been developed to synthesize a series of 1,3-diols and 1,3,5-triols via reactions of arylalkynyl Grignard reagents with enol esters. The stereoselectivity of reactions and the molecular configurations of the products were confirmed by nuclear magnetic resonance, X-ray diffraction, and high-performance liquid chromatography analysis. A possible reaction mechanism was analyzed with the results indicating that it proceeded through a 1,2-addition/rearrangement and reverse O-acylation to produce the 1,3-diol and via C-acylation to form the 1,3,5-triol.

An Efficient One-Pot Enantio- and Diastereoselective Synthesis of Heterocycles

2002 ◽  
Vol 41 (24) ◽  
pp. 4693-4697 ◽  
Author(s):  
Barry M. Trost ◽  
Michelle R. Machacek
Keyword(s):  
Diastereoselective Synthesis ◽  
One Pot

Amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks as efficient catalysts for one-pot cascade reactions

2019 ◽  
Vol 43 (5) ◽  
pp. 2269-2273 ◽  
Author(s):  
Guojie Meng ◽  
Shengguang Gao ◽  
Ying Liu ◽  
Li Zhang ◽  
Chunmei Song ◽  
...  
Keyword(s):  
Cascade Reactions ◽  
One Pot ◽  
First Time

The synthesis of amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks for one-pot cascade reactions was reported for the first time.

Uncatalyzed diastereoselective synthesis of alkyliminofurochromone-derived benzylmalononitriles via a three-component cascade reaction: competition between Diels–Alder cycloaddition and Michael addition

2021 ◽  
Author(s):  
Mohammad Bagher Teimouri ◽  
Zahra Mokhtare ◽  
Hamid Reza Khavasi
Keyword(s):  
Michael Addition ◽  
Heterocyclic Ring ◽  
Cascade Reaction ◽  
Diels Alder ◽  
Chemical Bonds ◽  
Diastereoselective Synthesis ◽  
Atom Economy ◽  
One Pot

Three new chemical bonds and three stereogenic centres and one heterocyclic ring were assembled stereoselectively in a convenient high atom-economy one-pot operation.

Regio- and Stereoselective One-Pot Synthesis of Unknown Oxazoline-Fused Pyridazines by ‘Michael Addition-Pyridazine Cyclization-Oxazoline Cyclization’ Cascade Reactions of 4-Chloro-1,2-diaza-1,3-butadienes with 3-Dimethylaminopropenoates

Synlett ◽  
2007 ◽  
Vol 2007 (19) ◽  
pp. 2971-2974 ◽  
Author(s):  
Orazio Attanasi ◽  
Gianfranco Favi ◽  
Paolino Filippone ◽  
Amalija Golobič ◽  
Francesca Perrulli ◽  
...  
Keyword(s):  
Michael Addition ◽  
Cascade Reactions ◽  
One Pot ◽  
One Pot Synthesis

Enzyme–Polymer Conjugates as Robust Pickering Interfacial Biocatalysts for Efficient Biotransformations and One‐Pot Cascade Reactions

2018 ◽  
Vol 57 (42) ◽  
pp. 13810-13814 ◽  
Author(s):  
Zhiyong Sun ◽  
Ulrich Glebe ◽  
Himanshu Charan ◽  
Alexander Böker ◽  
Changzhu Wu
Keyword(s):  
Cascade Reactions ◽  
One Pot ◽  
Polymer Conjugates

scholarly journals One Pot Use of Combilipases for Full Modification of Oils and Fats: Multifunctional and Heterogeneous Substrates

Catalysts ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 605 ◽  
Author(s):  
Sara Arana-Peña ◽  
Diego Carballares ◽  
Ángel Berenguer-Murcia ◽  
Andrés R. Alcántara ◽  
Rafael C. Rodrigues ◽  
...  
Keyword(s):  
High Specificity ◽  
Reaction Rates ◽  
Cascade Reactions ◽  
Enzyme Specificity ◽  
Case Scenario ◽  
One Pot ◽  
Worst Case ◽  
Intermediate Products ◽  
Global Reaction ◽  
Hydrolysis Of

Lipases are among the most utilized enzymes in biocatalysis. In many instances, the main reason for their use is their high specificity or selectivity. However, when full modification of a multifunctional and heterogeneous substrate is pursued, enzyme selectivity and specificity become a problem. This is the case of hydrolysis of oils and fats to produce free fatty acids or their alcoholysis to produce biodiesel, which can be considered cascade reactions. In these cases, to the original heterogeneity of the substrate, the presence of intermediate products, such as diglycerides or monoglycerides, can be an additional drawback. Using these heterogeneous substrates, enzyme specificity can promote that some substrates (initial substrates or intermediate products) may not be recognized as such (in the worst case scenario they may be acting as inhibitors) by the enzyme, causing yields and reaction rates to drop. To solve this situation, a mixture of lipases with different specificity, selectivity and differently affected by the reaction conditions can offer much better results than the use of a single lipase exhibiting a very high initial activity or even the best global reaction course. This mixture of lipases from different sources has been called “combilipases” and is becoming increasingly popular. They include the use of liquid lipase formulations or immobilized lipases. In some instances, the lipases have been coimmobilized. Some discussion is offered regarding the problems that this coimmobilization may give rise to, and some strategies to solve some of these problems are proposed. The use of combilipases in the future may be extended to other processes and enzymes.

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