A General, Modular Approach to a New Family of Amine-Substituted Arylboronic Acid Saccharide Chemosensors

2006 ◽  
Vol 59 (9) ◽  
pp. 633 ◽  
Author(s):  
Bryan M. Schertzer ◽  
Sheila N. Baker ◽  
Steven T. Diver ◽  
Gary A. Baker
Keyword(s):  
Boronic Acid ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Water Soluble ◽  
Synthetic Approach ◽  
Illustrative Case ◽  
High Quantum Yield ◽  
Arylboronic Acid ◽  
New Family ◽  
Cross Coupling Reaction

A general synthetic approach towards a class of water-soluble, high quantum yield fluorescent saccharide reporters using 6-morpholinonaphthalene-2-yl boronic acid as an illustrative case is reported. The strength and flexibility of this approach, which utilizes the Buchwald–Hartwig cross-coupling reaction, is further underscored by the preparation of several additional aminonaphthalenes in excellent yield, including one that bears a chiral unit.

A Concise Enantioselective Synthesis of (S)-Preclamol via Asymmetric Catalytic Negishi Cross-Coupling Reaction

Synlett ◽  
2019 ◽  
Vol 30 (07) ◽  
pp. 860-862 ◽  
Author(s):  
Yun Zhou ◽  
Chunxiao Liu ◽  
Lifeng Wang ◽  
Leng Han ◽  
Shicong Hou ◽  
...  
Keyword(s):  
Total Yield ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Enantioselective Synthesis ◽  
Synthetic Approach ◽  
Chiral Drugs ◽  
Asymmetric Catalytic ◽  
Cross Coupling Reaction ◽  
Tertiary Carbon ◽  
Key Steps

A novel, concise, and efficient enantioselective synthesis of (S)-preclamol (87% ee, 51% total yield) has been developed. The key steps of this synthetic approach included cobalt-catalyzed asymmetric catalytic cross-coupling of α-bromo ester with arylzinc and the reduction of chiral ester to diol with a tertiary carbon atom. Moreover, it was demonstrated that our enantioselective Negishi cross-coupling was a powerful tool to construct stereogenic benzylmethyl center in chiral drugs on a gram scale.

Chemoselective reactions: Toward the synthesis of biologically active natural products with anticancer activities

2008 ◽  
Vol 80 (8) ◽  
pp. 1683-1691 ◽  
Author(s):  
Sébastien Reymond ◽  
Laurent Ferrié ◽  
Amandine Guérinot ◽  
Patrice Capdevielle ◽  
Janine Cossy
Keyword(s):  
Natural Products ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Synthetic Approach ◽  
Anticancer Activities ◽  
Leucascandrolide A ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Active Natural

Leucascandrolide A and migrastatin were synthesized efficiently by using chemoselective reactions such as olefin metatheses. The use of an iron-catalyzed cross-coupling reaction overcame difficulties encountered with palladium-catalyzed processes in our synthetic approach toward spirangien A.

scholarly journals Recent Advances in the Applications of the Intramolecular Suzuki Cross-coupling Reaction in Cyclization and Heterocyclization: An Update

2020 ◽  
Vol 23 (22) ◽  
pp. 2469-2488 ◽  
Author(s):  
Majid M. Heravi ◽  
Masoumeh Malmir ◽  
Razieh Moradi
Keyword(s):  
Organic Chemistry ◽  
Boronic Acid ◽  
Heterocyclic Compounds ◽  
Aryl Halide ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Synthetic Organic Chemistry ◽  
Previous Review ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

: The palladium-catalyzed reaction of aryl halide and boronic acid for the formation of C–C bonds so-called Suzuki–Miyaura cross-coupling reaction has many applications in Modern Synthetic Organic Chemistry. In 2013, we emphasized the applications of the intramolecular Suzuki cross-coupling reaction in cyclization and heterocyclization. Due to a plethora relevant papers appeared in the chemical literature, herein, we wish to cover by updating our previous review, the applications of the intramolecular Suzuki cross-coupling reaction in cyclization and heterocyclization leading to various homocyclic and heterocyclic compounds reported during a period of 2013 to 2018.

A Simple Synthetic Approach to Allylated Aromatics via the Suzuki-Miyaura Cross-Coupling Reaction

Synlett ◽  
2005 ◽  
Vol 2005 (12) ◽  
pp. 1877-1880 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Manoranjan Behera ◽  
Vrajesh Shah
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Synthetic Approach ◽  
Cross Coupling Reaction

Modular Dihydrobenzoazaphosphole Ligands for Suzuki–Miyaura Cross-Coupling

Synthesis ◽  
2018 ◽  
Vol 50 (22) ◽  
pp. 4429-4434 ◽  
Author(s):  
Yongda Zhang ◽  
Chris Senanayake ◽  
Kendricks Lao ◽  
Joshua Sieber ◽  
Yibo Xu ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
New Family ◽  
Highly Active ◽  
Cross Coupling Reaction ◽  
Electronic Character

A new family of dihydrobenzoazaphosphosphole ligands was prepared and shown to enable modification of the phosphine electronic character by variation of the N-substituent. This new family of phosphines was shown to be highly active in the Pd-catalyzed Suzuki–Miyaura cross-coupling reaction with hindered coupling partners.

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