Stereoselective synthesis of cyclopentafullerenes: the reaction of [60]fullerene with aldehydes and triethylamine promoted by magnesium perchlorate

2018 ◽  
Vol 42 (11) ◽  
pp. 9291-9299 ◽  
Author(s):  
Meng Zhang ◽  
Hong-Yu Zhang ◽  
Hui-Juan Wang ◽  
Fa-Bao Li ◽  
Yongshun Huang ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Magnesium Perchlorate ◽  
High Stereoselectivity

The magnesium perchlorate-mediated reaction of [60]fullerene with aldehydes and triethylamine generated a series of rare amino-substituted cyclopentafullerenes with high stereoselectivity.

First Application of Ionic Liquid to Reactions Involving Organotellurium Compounds as Intermediates

2005 ◽  
Vol 2005 (7) ◽  
pp. 446-448 ◽  
Author(s):  
Lei Wang ◽  
Zhizhen Huang
Keyword(s):  
Ionic Liquid ◽  
High Purity ◽  
Stereoselective Synthesis ◽  
Condensation Reaction ◽  
Unsaturated Compounds ◽  
Novel Method ◽  
Ionic Solvent ◽  
Organotellurium Compounds ◽  
High Stereoselectivity

The condensation reaction of telluronium salts 1 with aldehydes and dibutyl telluride 4, bromide 5 with aldehyde 2 proceeded smoothly in the ionic solvent [bmim][BF4], affording a novel method for the stereoselective synthesis of (E)-α,β-unsaturated compounds 3 in high purity, excellent yields and high stereoselectivity.

Regio- and Stereoselective Synthesis of Spirooxindoles via Mizoroki–Heck Coupling of Aryl Iodides

Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 82-88 ◽  
Author(s):  
Mats Larhed ◽  
Ahmed Adeyemi ◽  
Alexander Wetzel ◽  
Joakim Bergman ◽  
Jonas Brånalt
Keyword(s):  
Stereoselective Synthesis ◽  
Double Bond Position ◽  
Unnatural Amino Acid ◽  
Spiro Compounds ◽  
Amino Acid Derivatives ◽  
Heck Coupling ◽  
Reaction Conditions ◽  
Aryl Iodide ◽  
Aryl Iodides ◽  
High Stereoselectivity

A method for highly regio- and stereoselective intramolecular Mizoroki–Heck 5-exo cyclization of aryl iodides to the corresponding spirooxindoles has been developed. Electron-rich and electron-deficient aryl iodide precursors were selectively ring-closed with high stereoselectivity and good yields. The double-bond position in the cyclopentene ring was controlled by careful choice of reaction conditions. These rare spiro compounds were further functionalized to rigidified unnatural amino acid derivatives by a subsequent gas-free Pd(0)-catalyzed alkoxycarbonylation, followed by selective O- and N-deprotections.

Stereoselective synthesis of amino-substituted cyclopentafullerenes promoted by magnesium perchlorate/ferric perchlorate

2020 ◽  
Vol 18 (5) ◽  
pp. 964-974 ◽  
Author(s):  
Wan Ma ◽  
Kun Wang ◽  
Cheng Huang ◽  
Hui-Juan Wang ◽  
Fa-Bao Li ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Magnesium Perchlorate ◽  
Ferric Perchlorate

A reaction of [60]fullerene with cinnamaldehydes and amines promoted by magnesium perchlorate/ferric perchlorate stereoselectively afforded a series of novel amino-substituted cyclopentafullerenes.

Highly efficient and stereoselective synthesis of (2Z)-2-(halomethyl)alk-2-enoates in acidic ionic liquid

2005 ◽  
Vol 2005 (2) ◽  
pp. 96-98 ◽  
Author(s):  
Taokei Ying ◽  
Weiliang Bao ◽  
Zhonghua Wang ◽  
Yongmin Zhang
Keyword(s):  
Ionic Liquid ◽  
Stereoselective Synthesis ◽  
Hydrogen Sulfate ◽  
Acidic Ionic Liquid ◽  
Highly Efficient ◽  
High Stereoselectivity

NaCl, NaBr and NaI immobilised in 1-butyl-3-methylimidazolinium hydrogen sulfate ([bmim][HSO4]) ionic liquid was found to be an efficient halogenation system for the conversion of Baylis-Hillman adducts, 3-hydroxy-2-methylenealkanoates, into (2Z)-2-(halomethyl)alk-2-enoates. To maintain high stereoselectivity the protocol provides significant improvements over existing procedures.

A Stereoselective Synthesis of 3α-Cholesterylamine

2013 ◽  
Vol 859 ◽  
pp. 345-348
Author(s):  
Xiao Chuan Li ◽  
Shan Shan Gong ◽  
Qi Sun
Keyword(s):  
Reaction Time ◽  
Good Yield ◽  
Stereoselective Synthesis ◽  
Simple Procedure ◽  
Starting Material ◽  
Synthetic Method ◽  
Short Reaction Time ◽  
High Stereoselectivity

A novel and stereoselective synthetic method for the preparation of 3α-cholesterylamine was developed. This method had many features, such as easily accessible cholesterol starting material, high stereoselectivity, simple procedure, short reaction time, and good yield.

Cp2TiCl2-catalyzed cis-hydroalumination of propargylic amines with Red-Al: stereoselective synthesis of Z-configured allylic amines

2015 ◽  
Vol 51 (29) ◽  
pp. 6426-6429 ◽  
Author(s):  
Renhong Sun ◽  
Jun Liu ◽  
Shuang Yang ◽  
Ming Chen ◽  
Ning Sun ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Allylic Amines ◽  
High Stereoselectivity

Titanium-catalyzed cis-hydroalumination of propargylic amines with Red-Al provides Z-configured allylic amines in good to excellent yields with high stereoselectivity.

Stereoselective synthesis of hydrazinodihydrofurans via cascade Michael addition–substitution involving the reaction of curcumin and other β-dicarbonyls with α-hydrazinonitroalkenes

2020 ◽  
Vol 18 (1) ◽  
pp. 140-153 ◽  
Author(s):  
Kalisankar Bera ◽  
Narasimham Ayyagari ◽  
Nishikant Satam ◽  
Irishi N. N. Namboothiri
Keyword(s):  
Michael Addition ◽  
Stereoselective Synthesis ◽  
High Stereoselectivity

Reaction of 1,3-dicarbonyls with α-hydrazinonitroalkenes leads to 2-hydrazino-2,3-dihydrofurans with high stereoselectivity in the presence of a tert-leucine derived squaramide and K2CO3 in aqueous THF.

Reductive cyclodimerisation of Arylmethylidenemalononitriles Promoted by Sm/Incl3·4H2O System in Aqueous Media: Highly Stereoselective Synthesis of Cyclopentamine Derivatives

2002 ◽  
Vol 2002 (9) ◽  
pp. 461-462 ◽  
Author(s):  
Huayue Wu ◽  
Jinchang Ding
Keyword(s):  
Stereoselective Synthesis ◽  
Aqueous Media ◽  
Mild Conditions ◽  
High Stereoselectivity

In the presence of active indium produced in situ by the Sm/InCl3·4H2O system, arylmethylidenemalononitriles undergo reductive cyclodimerisation to afford cyclopentamine derivatives with high stereoselectivity under mild conditions in aqueous media.

scholarly journals Multi-Catalytic Approach to One-Pot Stereoselective Synthesis of Secondary Benzylic Alcohols

2021 ◽  
Author(s):  
Alessandra Casnati ◽  
Dawid Lichosyt ◽  
Bruno Lainer ◽  
Lukas Veth ◽  
Pawel Dydio
Keyword(s):  
Stereoselective Synthesis ◽  
Value Added ◽  
Cross Reactivity ◽  
Transition Metal Catalysts ◽  
Allylic Alcohols ◽  
One Pot ◽  
Benzylic Alcohols ◽  
Material Efficiency ◽  
The One ◽  
High Stereoselectivity

One-pot multi-step procedures bear the potential to rapidly build up molecular complexity while avoiding the wasteful and costly isolations and purifications of consecutive intermediates. Here we report multi-catalytic protocols that convert alkenes, unsaturated aliphatic alcohols, and aryl boronic acids into secondary benzylic alcohols with high stereoselectivities under sequential catalysis that integrates alkene cross-metathesis, isomerization, and nucleophilic addition. Because each transformation of the sequence is executed by an independent catalyst, without any catalytic cross-reactivity, allylic alcohols bearing a prochiral double bond can be converted to any stereoisomer of the product with high stereoselectivity (>98:2 er and >20:1 dr). Overall, with the aid of up to four catalysts operating in a single vessel, the protocols directly convert simple starting materials into a range of value-added products with high stereocontrol and excellent material efficiency, demonstrating both the efficacy and the advantages of the one-pot synthesis employing multiple transition-metal catalysts.

Stereoselective Synthesis of (+)-Ferruginyl Methyl Ether and (+)-Sugiyl Methyl Ether

2000 ◽  
Vol 2000 (3) ◽  
pp. 130-132 ◽  
Author(s):  
Gan Yonghong ◽  
Pan Xinfu
Keyword(s):  
Methyl Ether ◽  
Stereoselective Synthesis ◽  
Synthetic Procedure ◽  
High Stereoselectivity

A facile stereoselective synthetic procedure to (+)-ferruginyl methyl ether and (+)-sugiyl methyl ether has been developed with high stereoselectivity and overall yield.

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