Sulfur Ylides in Organic Synthesis and Transition Metal Catalysis

2017 ◽  
pp. 73-115 ◽  
Author(s):  
Rik Oost ◽  
James D. Neuhaus ◽  
Jérémy Merad ◽  
Nuno Maulide
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Transition Metal Catalysis ◽  
Metal Catalysis ◽  
Sulfur Ylides

An electrochemical perspective on the roles of ligands in the merger of transition-metal catalysis and electrochemistry

2020 ◽  
Author(s):  
Ke-Yin Ye ◽  
Jun-Song Zhong ◽  
Yi Yu ◽  
Zhaojiang Shi
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Transition Metal Catalysis ◽  
Metal Catalysis

The merger of transition-metal catalysis and electrochemistry has been emerging as a very versatile and robust synthetic tool in organic synthesis. Like in their non-electrochemical variants, ligands also play crucial...

Transition metal catalysis in organic synthesis: reflections, chirality and new vistas

1999 ◽  
Vol 71 (8) ◽  
pp. 1425-1433 ◽  
Author(s):  
Pavel Kočovský ◽  
Andrei V. Malkov ◽  
Štěpán Vyskočil ◽  
Guy C. Lloyd-Jones
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Transition Metal Catalysis ◽  
Metal Catalysis

scholarly journals Sulfoxonium Ylide Derived Metal Carbenoids in Organic Synthesis

Synthesis ◽  
2018 ◽  
Vol 51 (03) ◽  
pp. 612-628 ◽  
Author(s):  
Janakiram Vaitla ◽  
Annette Bayer
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Transition Metal Catalysis ◽  
Transfer Reactions ◽  
Reaction Conditions ◽  
Widespread Application ◽  
Metal Catalysis ◽  
Half Century ◽  
Metal Carbenoids

As pioneered by Corey and Chaykovsky, sulfoxonium ylides have had widespread application in organic synthesis for more than a half century. In most of the reactions, sulfoxonium ylides were used to react with electrophiles. Under suitable reaction conditions these ylides can generate metal carbenoids and react with nucleophiles. By combining the typical reactivity of sulfoxonium ylides with transition-metal catalysis, a growing number of investigations have expanded their application in organic synthesis. This review provides an update on the preparation of sulfoxonium ylides and their applications in carbenoid transfer reactions.1 Introduction2 Preparation of Sulfoxonium Ylides3 Investigation for Carbenoid Formation from Sulfoxonium Ylide 4 X–H (X = N, O, S, C) Functionalization Reactions5 Polymerizaton of Carbenoids Generated from Sulfoxonium Ylides6 Conclusion and Perspective

Quasi-nature catalysis. Rhodium-catalyzed C­C bond formation in air and water

2001 ◽  
Vol 73 (8) ◽  
pp. 1315-1318 ◽  
Author(s):  
Taisheng Huang ◽  
Sripathy Venkatraman ◽  
Yue Meng ◽  
Tien V. Nguyen ◽  
Daniel Kort ◽  
...  
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Bond Formation ◽  
Transition Metal Catalysis ◽  
Inert Gas ◽  
Natural Conditions ◽  
Metal Catalysis ◽  
Recent Advances ◽  
Gas Atmosphere

Transition-metal catalysis is out-grown from dry-boxes where the use of inert gas atmosphere and the exclusion of moisture have been essential. Such a restriction undoubtedly imposes limitations in the application of these reactions in organic synthesis and in the recycling of the catalysts. This article discusses some recent advances of rhodium-catalyzed carbon­carbon bond formations under the natural conditions of air and water.

scholarly journals N-Tosylcarboxamide in C–H Functionalization: More than a Simple Directing Group

Processes ◽  
2020 ◽  
Vol 8 (8) ◽  
pp. 981
Author(s):  
Benjamin Large ◽  
Vincent Terrasson ◽  
Damien Prim
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Organic Synthesis ◽  
Transition Metal Catalysis ◽  
Ortho Position ◽  
Aromatic Rings ◽  
One Pot ◽  
Complex Molecules ◽  
Metal Catalysis ◽  
Directing Group

C–H activation with transition metal catalysis has become an important tool in organic synthesis for the functionalization of low reactive bonds and the preparation of complex molecules. The choice of the directing group (DG) proves to be crucial for the selectivity in this type of reaction, and several different functional groups have been used efficiently. This review describes recent advances in C–H functionalization of aromatic rings directed by a N-tosylcarboxamide group. Results regarding alkenylation, alkoxylation, halogenation, and arylation of C–H in the ortho position to the tosylcarboxamide are presented. Moreover, the advantage of this particular directing group is that it can undergo further transformation and act as CO or CON fragment reservoir to produce, in sequential fashion or one-pot sequence, various interesting (hetero)cycles such as phenanthridinones, dihydroisoquinolinones, fluorenones, or isoindolinones.

scholarly journals Asymmetric Synthesis of Stereogenic Phosphorus P(V) Centers Using Chiral Nucleophilic Catalysis

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3661
Author(s):  
Ahmed Numan ◽  
Matthew Brichacek
Keyword(s):  
Transition Metal ◽  
Asymmetric Synthesis ◽  
Organic Synthesis ◽  
Chemical Biology ◽  
Transition Metal Catalysis ◽  
Nucleophilic Catalysis ◽  
Metal Catalysis ◽  
Chiral Catalyst ◽  
Stereocontrolled Synthesis ◽  
Stereogenic Centers

Organophosphates have been widely used in agrochemistry, as reagents for organic synthesis, and in biochemistry. Phosphate mimics possessing four unique substituents, and thereby a chirality center, are useful in transition metal catalysis and as nucleotide therapeutics. The catalytic, stereocontrolled synthesis of phosphorus-stereogenic centers is challenging and traditionally depends on a resolution or use of stochiometric auxiliaries. Herein, enantioenriched phosphorus centers have been synthesized using chiral nucleophilic catalysis. Racemic H-phosphinate species were coupled with nucleophilic alcohols under halogenating conditions. Chiral phosphonate products were synthesized in acceptable yields (33–95%) and modest enantioselectivity (up to 62% ee) was observed after identification of an appropriate chiral catalyst and optimization of the solvent, base, and temperature. Nucleophilic catalysis has a tremendous potential to produce enantioenriched phosphate mimics that could be used as prodrugs or chemical biology probes.

Advances on the Merger of Electrochemistry and Transition Metal Catalysis for Organic Synthesis

2021 ◽  
Author(s):  
Christian A. Malapit ◽  
Matthew B. Prater ◽  
Jaime R. Cabrera-Pardo ◽  
Min Li ◽  
Tammy D. Pham ◽  
...  
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Transition Metal Catalysis ◽  
Metal Catalysis

Carbon‐Sulfur Bond Constructions: From Transition‐Metal Catalysis to Sustainable Catalysis

2021 ◽  
Author(s):  
Pratheepkumar Annamalai ◽  
Ke‐Chien Liu ◽  
Satpal Singh Badsara ◽  
Chin‐Fa Lee
Keyword(s):  
Transition Metal ◽  
Transition Metal Catalysis ◽  
Metal Catalysis ◽  
Sulfur Bond
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