Best Synthetic Methods: Oxidation
Chemexpress Although the enantioselective oxidation of alkyl aryl sulfides is well developed, much less is known about dialkyl sulfides. Tsutomu Katsuki of Kyushu University has designed (J. Am. Chem. Soc. PMID:26446225…
Best Synthetic Methods: Functional Group Transformation
François Morvan of the Université de Montpellier, using the inexpensive dimethyl phosphite, optimized (Tetrahedron Lett. 2008, 49, 3288. DOI: 10.1016/j.tetlet.2008.03.079)the free radical reduction of 1 to 2. BuycataCXium Pd G4…
Intermolecular and Intramolecular Diels-Alder Reactions: (-)-Oseltamivir (Fukuyama), Platensimycin (Yamamoto) and 11,12-Diacetoxydrimane (Jacobsen)
Powerful methods for catalytic, enantioselective intermolecularDiels-Alder reactions have been developed. Ben L. Feringa and Gerard Roelfes of the University of Groningen have shown (Org. PMID:23453497 Lett. 2007, 9, 3647. DOI:…
Enantioselective Assembly of Alkylated Stereogenic Centers
Oxygenated secondary stereogenic centers are readily available. There is a limited range of carbon nucleophiles that will displace a secondary leaving group in high yield with clean inversion. Teruaki Mukaiyama…
Reduction, Oxidation and Homologation of Alkenes
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…
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…
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…
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…