Multicomponent reaction access to complex quinolines via oxidation of the Povarov adducts

• Esther Vicente-García,
• Rosario Ramón,
• Sara Preciado and
• Rodolfo Lavilla

Beilstein J. Org. Chem. 2011, 7, 980–987, doi:10.3762/bjoc.7.110

• through the Povarov MCR (the interaction of anilines, aldehydes and activated olefin inputs under acid catalysis) [4][5][6][7][8]. Interestingly, this process allows cyclic enol ethers and enamines to be used as electron-rich alkenes, leading to heterocycle-fused tetrahydroquinolines, usually as a mixture

Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds

• Carolin Fischer and
• Burkhard Koenig

Beilstein J. Org. Chem. 2011, 7, 59–74, doi:10.3762/bjoc.7.10

• , carbamates, N-heterocycles, enamines and intramolecular N-arylation reactions [45]. We compare here the success of the different C–N-arylation reactions as applied to the synthesis of more complex structures and discuss selected examples of palladium- and copper-mediated reactions for the synthesis of

Development of dynamic kinetic resolution on large scale for (±)-1-phenylethylamine

• Lisa K. Thalén and
• Jan-E. Bäckvall

Beilstein J. Org. Chem. 2010, 6, 823–829, doi:10.3762/bjoc.6.97

• for their preparation that are applicable on multigram scale. They can be prepared by resolution of amines, hydrogenation of prochiral imines and enamines [1][2], alkylation of prochiral imines [3], aminohydroxylation of alkenes [4], transamination of prochiral ketones [5][6][7], and reductive

Shelf-stable electrophilic trifluoromethylating reagents: A brief historical perspective

• Norio Shibata,
• Andrej Matsnev and
• Dominique Cahard

Beilstein J. Org. Chem. 2010, 6, No. 65, doi:10.3762/bjoc.6.65

• , enamines, and thiolate anions with these reagents, albeit in low to moderate yields [28]. Neutral hypervalent iodine(III)–CF3 reagent Initial attempts by Yagupolskii and Umemoto to synthesize iodonium salts with a trifluoromethyl group were unsuccessful. Whilst iodonium salts including p

Diastereoselective functionalisation of benzo-annulated bicyclic sultams: Application for the synthesis of cis-2,4-diarylpyrrolidines

• Susan Kelleher,
• Pierre-Yves Quesne and
• Paul Evans

Beilstein J. Org. Chem. 2009, 5, No. 69, doi:10.3762/bjoc.5.69

• ). Functionalisation of the N-sulfonyl enamines 5a and 5b was subsequently studied with the ultimate aim of introducing substituents, in a stereoselective fashion, to the masked pyrrolidine ring. Thus, epoxidation of 5a and 5b (Scheme 3) using m-CPBA proceeded smoothly for both substrates and as hoped, occurred under

Total synthesis of the indolizidine alkaloid tashiromine

• Stephen P. Marsden and
• Alison D. McElhinney

Beilstein J. Org. Chem. 2008, 4, No. 8, doi:10.1186/1860-5397-4-8

• structure, including radical cyclisations [3]; nucleophilic addition to imines [5][14][15]; electrophilic alkylation of pyrroles [7][13]; alkylation of enamines [6], β-amino esters [8] and pyrrolidinyllithiums [12]; stereoselective reduction of enamines [4][9] and pyridinium salts [11]; and titanium