Catalytic nucleophilic addition to the carbon-nitrogen double bond of an imino group in an asymmetric fashion provides a direct connective and attractive route to enantioenriched N-protected amines with structural divers...
A reliable and scalable route to racemic and highly enantiomerically enriched menthylamines exploits the technical product rac-neomenthol as the starting material. The elaborated protocol is based on nucleophilic substit...
An efficient copper-catalyzed system for C-S cross-coupling of aromatic thiols with aryl bromides and chlorides has been developed using 1,2,3,4-tetrahydroquinoline-8-ol as a ligand. It is noteworthy that this method is ...
The Claisen rearrangement of 3-oxy-2-allyloxyindoles through base-induced enolization of 2-allyloxyindolin-3-ones was investigated. This rearrangement reaction proceeded smoothly at low temperature and showed intriguing ...
The reaction of methyl 3-(arylamino)acrylates with hydrogen iodide gave 1,2-dihydroquinoline-3-carboxylic acid derivatives at room temperature. This reaction proceeds efficiently in alcoholic solvent; bulky tert-butyl al...
A catalyst-free method for the synthesis of 1H-indol-3-yl acetates from 1H-indoles is described. The reaction takes place in the presence of (diacetoxyiodo) benzene (DIB) and potassium hydroxide as the base under mild co...
An asymmetric total synthesis of (-)-6-acetoxy-5-hexadecanolide has been accomplished by employing a seven-step sequence. Asymmetric alpha-benzoyloxylation of dodecanal followed by indium-mediated one-pot allylation prod...
Iron chelators have been shown to control the growth of cancer cells in culture by sequestering exogenous iron in the media. Thus, the ligands prevent cellular access to the metal. However, because transferrin provides i...
Palladium-catalyzed Suzuki-type couplings of 3-pyridyl triflates with alkenylpinacol boronates proceed in good to excellent yields. Optimized conditions use Pd(PPh3)(4) (10 mol%) as catalyst with K3PO4 (3 equiv) as base ...
The Doebner-Miller synthesis of quinolines under modified biphasic conditions was investigated. Crotonaldehyde, reacted readily with aniline to produce 2-methylquinoline. However, cinnamaldehyde and other gamma-substitut...
A facile method for the synthesis of a new class of disubstituted alkylidenecyclopentenes has been introduced. The methodology involves the palladium-catalyzed ring opening of pentafulvene-derived bicyclic hydrazines wit...
A practical stereoselective total synthesis of (3R,5R)-5-hydroxy-de-O-methyllasiodiplodin has been accomplished via Prins cyclization. It exhibits potato microtuber inducing activity. The synthetic sequence involves Prin...
An atom-economical and solvent-free ytterbium(III) triflate promoted, zinc(II) chloride catalyzed Conia-ene method has been developed for the construction of five-to six-membered-ring carbocycles. In the presence of zinc...
Lean and efficient multi-gram scale syntheses of a number of new derivatives of VAPOL and VANOL are described. These are structurally novel chiral ligands and Bronsted acid catalysts, and could provide singular profiles ...
A convenient procedure for the preparation of alpha-iodo ketones by oxidative iodination of ketones using iodine and m-iodosylbenzoic acid as a recyclable hypervalent iodine oxidant is reported. Various ketones and beta-...
Transition-metal-catalyzed electrocyclic rearrangement of 2,6-diethynyl-1,1'-biphenyl precursors to form polysubstituted pyrenes is described. This method is useful for the preparation of pyrenes with uncommon substituti...