The asymmetric Friedel-Crafts alkylation of various indoles with a chiral nitroacrylate provides optically active beta-tryptophan analogues after reduction of the nitro group and removal of the chiral auxiliary. This rea...
Tripyrrane analogues were prepared by reacting resorcinol or 2-methylresorcinol with 2 equiv of an acetoxymethylpyrrole in the presence of p-toluenesulfonic acid and calcium chloride. Following removal of the benzyl este...
Although beta-dicarbonyl compounds are regularly employed as Michael donors, intermediates arising from the Michael addition of unsaturated beta-ketoesters to alpha,beta-unsaturated aldehydes are susceptible to multiple ...
Applications of electron-deficient DIFLUORPHOS and SYNPHOS analogues in the rhodium-catalyzed asymmetric conjugate addition of boronic acids to alpha,beta-unsaturated ketones afford the 1,4-addition adducts in yields up ...
A simple route to diaryl sulfides using a decarboxylative palladium-catalyzed reaction between electron-rich 2,6-dialkoxybenzoic acid derivatives and diaryl disulfides is reported. This coupling proceeds efficiently in t...
Enantioselective total synthesis of mupirocin H is accomplished starting from D-glucose featuring strategic application of D-glucose derived chirality, diastereoselective Still-Barrish hydroboration, and further elaborat...
A Pd-catalyzed coupling of haloalkynes with allyl acetate has been reported, providing a convenient method for the stereoselective synthesis of (Z)-beta-haloenol acetates in good yields. The synthetic utility of this met...
A simple two-step synthesis of an air-stable hexaammoniumtriptycene is introduced, which can be used for a variety of transformations by condensation reactions, e.g., to benzimidazole, benzotriazole, and quinoxaline deri...
A one-pot process has been developed for the synthesis of 8-arylquinolines via Pd-catalyzed borylation of quinoline-8-yl halides and subsequent Suzuki-Miyaura coupling with aryl halides using n-BuPAd(2) as ligand. Yields...
Palladium-catalyzed asymmetric allylic etherizations with a variety of mimes as nucleophiles utilizing a chiral alkene-phosphine hybrid ligand have been successfully achieved for the first time to afford the optical acti...
The palladium-catalyzed direct arylation of SO(2)R-substituted thiophene derivatives was found to proceed regioselectively at CS and in high yields using a variety of aryl bromides and as low as 0.5-0.1 mol % of phosphin...
Substituted 2-bromobenzaldehydes were synthesized from benzaldehydes using a three-step sequence involving a selective palladium-catalyzed ortho-bromination as the key step. O-Methyloxime serves as a directing group in t...
A general synthetic route to prepare all four carboline regioisomers by photo stimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yield...
A copper/DIPEA-catalyzed, aldehyde-induced intermolecular decarboxylative coupling reaction of natural a-amino acids and phosphites or secondary phosphine oxides was developed. In this process, a series of potentially us...
Lewis acid-catalyzed cyclization of aminoacetals 2 and triethyl ethenetricarboxylate (1a) has been examined. The reaction of 3-aminopropionaldehyde diethyl acetal (2a) and 1a in the presence of 1 equiv of TiCl(4) at room...
A new, efficient protocol for the highly stereo-selective one-pot synthesis of (E)-styryl ketones from styrenes based on sequential ruthenium-catalyzed silylative coupling-rhodium-catalyzed desilylative acylation reactio...