3.7. Palladium Nanoparticles as Catalysts 888 3.8. Other Transition-Metal Complexes 888 3.9. Transition-Metal-Free Reactions 889 4. Applications 889 4.1. Alkynylation of Arenes 889 4.2. Alkynylation of Heterocycles 891 4.3. Synthesis of Enynes and Enediynes 894 4.4. Synthesis of Ynones 896 4.5. Synthesis of Carbocyclic Systems 897 4.6. Synthesis of Heterocyclic Systems 898 4.7. Synthesis of Natural Products 903 4.8. Synthesis of Electronic and Electrooptical Molecules 906

https://www.chem.ccu.edu.tw/~joyce/referance/ericyang/Chem.%20Rev/Chem.%20Rev.%202007,%20107,%20874-922.pdf

The Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry†

Introduction Cationic domino reactions Anionic domino reactions Radical domino reactions Pericyclic domino reactions Photochemically induced domino processes Transition metal catalysis Domino reactions initiated by oxidation or reduction Enzymes in domino reactions Multicomponent reactions Special techniques in domino reactions

Domino Reactions in Organic Synthesis

The coupling of aryl or vinyl halides with terminal acetylenes catalysed by palladium and other transition metals, commonly termed as Sonogashira cross-coupling reaction, is one of the most important and widely used sp2–sp carbon–carbon bond formation reactions in organic synthesis, frequently employed in the synthesis of natural products, biologically active molecules, heterocycles, molecular electronics, dendrimers and conjugated polymers or nanostructures. This critical review focuses on developments in the Sonogashira reaction achieved in recent years concerning catalysts, reaction conditions and substrates (352 references).

Recent advances in Sonogashira reactions

Increased understanding of the important roles that oligosaccharides and glycoconjugates play in biological processes has led to a demand for significant amounts of these materials for biological, medicinal, and pharmacological studies. Therefore, tremendous effort has been made to develop new procedures for the synthesis of glycosides, whereby the main focus is often the formation of the glycosidic bonds. Accordingly, quite a few review articles have been published over the past few years on glycoside synthesis; however, most are confined to either a specific type of glycoside or a specific strategy for glycoside synthesis. In this Review, new principles for the formation of glycoside bonds are discussed. Developments, mainly in the last ten years, that have led to significant advances in oligosaccharide and glycoconjugate synthesis have been compiled and are evaluated.

New principles for glycoside-bond formation.

Stereochemical Control in Organic-Synthesis Using Silicon-Containing Compounds

Metathesis reactions of carbohydrates: Recent highlights in cross-metathesis

Alkoxyl radicals in 1,5-hydrogen shifts for site-specific, stereocontrolled alkylation of carbohydrates

Regio- and Stereocontrolled 6-Endo-Trig Radical Cyclization of Vinyl Radicals: A Novel Entry to Carbasugars from Carbohydrates

Lemieux's extensive work on replacement reactions at the anomeric center helped to establish the fact that the O-2-protecting group of a donor exerts powerful control over stereoselectivity in glyc...

Reciprocal donor acceptor selectivity (RDAS): A new concept for "matching" donors with acceptors

Template directed cyclo-glycosylation: Effect of the anchoring sites of the spacer and temperature in the regio- and stereo-selectivity of the glycosylation

J. Cristobal Lopez

Papers

Metathesis reactions of carbohydrates: Recent highlights in cross-metathesis

Alkoxyl radicals in 1,5-hydrogen shifts for site-specific, stereocontrolled alkylation of carbohydrates

Regio- and Stereocontrolled 6-Endo-Trig Radical Cyclization of Vinyl Radicals: A Novel Entry to Carbasugars from Carbohydrates

Reciprocal donor acceptor selectivity (RDAS): A new concept for "matching" donors with acceptors

Template directed cyclo-glycosylation: Effect of the anchoring sites of the spacer and temperature in the regio- and stereo-selectivity of the glycosylation