The synthesis of optically active piperidines by enantioselective addition of aryl Grignard reagents to pyridine N-oxides and lithium binolate followed by reduction is reported for the first time. The reaction results in...
A convergent synthesis of the protected C(1)-C(11) fragment 6 of the targeted enantiomer of tedanolide C is described. The key step of the synthesis is the Felkin-Ahn addition of vinyl iodide 7 to aldehyde 8 that proceed...
The first total syntheses of (-)-penicipyrone and (-)-tenulpyrone were accomplished enantioselectively in 12 steps with an 11% yield and 6 steps with a 28% yield from the known 4-((tert-butyldimethylsilyl)oxy)-cyclopent-...
A stereoselective synthesis of a fully protected version of the disaccharide unit (2) of incednine (1) is described. The synthesis of 2 proceeds in 4.7% overall yield from commercially available allyl alpha-D-galactopyra...
We report the development of a heterogeneous catalyst system on continuous flow chemistry. A palladium (Pd) coated tubular reactor was placed in line with copper (Cu) tubing using a continuous flow platform, and a Sonoga...
A nucleophilic heterocyclic carbene mediated intramolecular homoenolate reaction strategy for the efficient synthesis of 4-alkyl substituted coumarins is described.
Dynamic kinetic resolution of various alpha-amido-beta-keto phosphonates via asymmetric hydrogenation proceeded efficiently to give the corresponding beta-hydroxy-alpha-amido phosphonates in high diastereo- and enantiose...
A new 1,3-dipolar cycloaddition of nitrile imines with 3-alkenyl-oxindoles was catalyzed by a new chiral Mg(ClO4)(2) complex of an N,N'-dioxide ligand. The reaction is so far the sole catalytic synthesis of spiro-pyrazol...
Photoirradiation of bis(bithienyl)acetylenes in the presence of iodine undergoes sequential electrophilic and photochemical cyclizations to produce tetrathienonaphthalenes (TTN) in one pot. The UN framework is readily tr...
A solvent switchable rotaxane equipped with a pyrene stopper and with two ferrocenyl units on the macrocycle is reported, in which three different states, two nondegenerate and one degenerate, can be obtained in differen...
The first example of a gram-scale synthesis of a structurally defined, heparin-related dodecasaccharide is reported. An iterative 14-step process using an iduronate donor disaccharide delivers > 1g quantities of the dode...
A palladium-catalyzed hydroalkylation reaction of protected allylic alcohols using alkylzinc bromide reagents is reported. This account includes numerous allylic, homoallylic, and bishomoallylic alcohol derivatives, all ...
The iron-catalyzed cross-coupling of aryl sulfamates and tosylates has been achieved with primary and secondary alkyl Grignards. This study of iron-catalyzed cross-coupling reactions also examines the isomerization and b...
The first palladium-catalyzed ortho-trifluoromethylation of the aromatic C-H bond directed by an acetamino group is reported. This method provides an efficient and green approach to synthesize the highly biological poten...
Two unprecedented phosphorus-containing iodinated polyacetylenes, phosphoiodyns A and B (1-2), were isolated from a Korean marine sponge Placospongia sp. Their structures were elucidated by spectroscopic data analysis. P...