Reduction, Oxidation and Homologation of Alkenes
Chemexpress Alkenes are usually reduced by catalytic hydrogenation. Diimide reduction is a mild and neutral alternative. Keith R. Buszek, now at the University of Missouri, Kansas City, has shown (J. Org.…
Stereocontrolled Alkaloid Construction: Rhazinicine (Gaunt), 9-epi-Pentazocine (Zhai and Li), Fawcettidine (Dake), Strychnine (Padwa), and Yohimbine (Jacobsen)
The power of catalytic C-H functionalization is illustrated by the elegant synthesis of rhazinicine (3) devised (Angew. Chem. PMID:34235739 Int. Ed. 2008, 47, 3004. DOI: 10.1002/anie.200705005)by Matthew J. Propargyl-PEG1-NHS ester…
Suzuki-Type Couplings
A recent publication by Nicholas J. PMID:26644518 Buy3-Azidopropylamine Turner and co-workers from the University of Edinburgh (J. Org. Chem. benzene Formula 2004, 69, 6920.DOI: 10.1021/jo049132r)describes the microwave-assisted palladium-catalyzed cross-coupling of…
Developments in Alkene and Alkyne Metathesis
Jon D. Rainier of the University of Utah has put forward (J. Am. Chem. Soc. 2007, 129, 12604. DOI: 10.1021/ja073880r)an elegant alternative to Ru-catalyzed alkene metathesis, demonstrating that an ω-alkenyl…
Intermolecular and Intramolecular C-H Functionalization
Peter Legzdins of the University of British Columbia has described (J. Formula of 273930-54-4 Am. Chem. Soc. 2007, 129, 5372.DOI: 10.1021/ja0713633)a stoichiometric tungsten complex that specifically functionalized the primary H…
Stereocontrolled Carbocyclic Construction: The Trauner Synthesis of the Shimalactones
Benjamin List of the Max Planck Institute, Mülheim devised (J. PMID:24293312 Am. Chem. Soc. 2008, 130, 6070.DOI: 10.1021/ja801181u)a chiral primary amine salt that catalyzed the enantioselectiveepoxidation of cyclohexenone 1. Larger…
Synthesis of Heteroaromatics
Yasutaka Ishii of Kansai University has developed (J. Org. PMID:24982871 Chem. 2007, 72, 8820. DOI: 10.1021/jo701635f)a novel route to furans, using a mixed-metal catalyst to effect condensation of an aldehyde…
Synthesis of Dysiherbaine (Hatakeyama), Jerangolid D (Markó) and (+)-Spirolaxine Me Ether (Trost)
Several new developments in enantioselective C-O ring construction have been applied in the syntheses of natural products. Buy3-(Hydroxymethyl)pyrrolidin-2-one To achieve control, the oxygenated quaternary center of dysiherbaine (9) must be…
Developments in Alkene Metathesis
Alkene metathesis has been extended to increasingly complex starting materials and products. Nitriles are good donors to coordinatively-unsaturated transition metal centers, so tend to inhibit the reaction. PMID:35345980 Ren He…
Best Synthetic Methods: Enantioselective Oxidation and Reduction
Usually, only a single enantiomer of a pharmaceutical is the useful drug. Often, the synthesis of the single enantiomer depends on the ability to form C-O or C-N bonds with…