From isoselectivity to syndioselectivity: Lewis base regulates stereochemistry in 2-vinylpyridine polymerization

2020 ◽  
Vol 11 (20) ◽  
pp. 3434-3438
Author(s):  
Yu Wang ◽  
Jiang-Bing Duan ◽  
Zhao-Xuan Liu ◽  
Tie-Qi Xu

We have developed an effective synthesis of syndiotactic poly(2-vinylpyridine) by a novel catalytic system. Switching from isoselective to syndioselective polymerization was achieved by adding Lewis base.

2015 ◽  
Vol 51 (87) ◽  
pp. 15788-15791 ◽  
Author(s):  
Chandra M. R. Volla ◽  
Eleonora Fava ◽  
Iuliana Atodiresei ◽  
Magnus Rueping

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.


2006 ◽  
Vol 78 (2) ◽  
pp. 409-414 ◽  
Author(s):  
Erica Wingstrand ◽  
Stina Lundgren ◽  
Maël Penhoat ◽  
Christina Moberg

Reaction of benzaldehyde with ethyl cyanoformate in the presence of Lewis acidic Ti(IV) complexes of bispyridylamide or salen ligands and Lewis basic amines affords the O-alkoxycarbonylated cyanohydrin. In the presence of the salen-based catalytic system, acetyl cyanide can also be added to benzaldehyde, providing a highly enantioselective direct route to the O-acetylated cyanohydrin.


Synthesis ◽  
2019 ◽  
Vol 51 (20) ◽  
pp. 3891-3900 ◽  
Author(s):  
Khadidja Khaldoun ◽  
Abdelmounaim Safer ◽  
Salima Saidi-Besbes ◽  
Bertrand Carboni ◽  
Rémy Le Guével ◽  
...  

A microwave-assisted dehydrative amide condensation reaction is reported as an efficient access to cinnamamide derivatives under solvent-free conditions. This protocol between conjugated carboxylic acids and amines is based on the use of a co-catalytic system, including the presence of the commercially available phenylboronic acid and 4-(N,N-dimethylamino)pyridine N-oxide (DMAPO), with a complete chemoselectivity in favor of the corresponding α,β-unsaturated amides. The implementation of the reaction needs no special precaution, and less reactive amines, such as substituted anilines, are also efficient under these conditions. A series of novel conjugated amides have been evaluated for their cytotoxic activities against several human cancer cell lines.


2009 ◽  
Vol 11 (3) ◽  
pp. 155-157 ◽  
Author(s):  
Dongsheng Bai ◽  
Huanwang Jing ◽  
Qiang Liu ◽  
Qianqian Zhu ◽  
Xiaofang Zhao

2013 ◽  
Vol 85 (8) ◽  
pp. 1633-1641 ◽  
Author(s):  
Jinghua Shi ◽  
Jinliang Song ◽  
Jun Ma ◽  
Zhaofu Zhang ◽  
Honglei Fan ◽  
...  

The development of efficient, inexpensive, and nontoxic catalysts for cycloaddition of CO2 with epoxides to produce five-membered cyclic carbonates is a very interesting topic. In this work, cycloaddition of CO2 with propylene oxide (PO) to produce propylene carbonate (PC) catalyzed by potassium halides (KCl, KBr, and KI) in the presence of cucurbit[6]uril (CB[6]) was studied at various conditions. It was discovered that the potassium halides and CB[6] had excellent synergetic effect in promoting the reaction, and the KI/CB[6] catalytic system was the most efficient among them. The decrease of the activity and selectivity of KI/CB[6] was negligible after the catalytic system was reused five times. Further study indicated that the KI/CB[6] catalytic system was also very active and selective for the cycloaddition of CO2 with other epoxides, such as glycidyl phenyl ether, epichlorohydrin, and styrene oxide. The mechanism for the synergetic effect of KI and CB[6] was also discussed.


2010 ◽  
Vol 114 (37) ◽  
pp. 15771-15781 ◽  
Author(s):  
Kumar Vanka ◽  
Gurmeet Singh ◽  
Divya Iyer ◽  
Virendra K. Gupta

2016 ◽  
Vol 52 (48) ◽  
pp. 7553-7555 ◽  
Author(s):  
Anis Tlili ◽  
Arnaud Voituriez ◽  
Angela Marinetti ◽  
Pierre Thuéry ◽  
Thibault Cantat

The benefit of combining both a Lewis acid and a Lewis base in a catalytic system has been established for the hydroboration of CO2, using ferrocene-based phosphine, borane and phosphino-borane derivatives.


2021 ◽  
Author(s):  
Ansgar Bokel ◽  
Michael C. Hutter ◽  
Vlada B. Urlacher

Engineered cytochrome P450 monooxygenase CYP154E1 enables the effective synthesis of the potential antidepressant (2R,6R)-hydroxynorketamine via N-demethylation and regio- and stereoselective hydroxylation of (R)-ketamine.


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