Five imidazol(in)ium-2-thiocarboxylates bearing cyclohexyl, mesityl, or 2,6-diisopropylphenyl substituents on their nitrogen atoms were prepared from the corresponding imidazol(in)ium chlorides or tetrafluoroborates in a...
CuTaniaphos-catalyzed enantioselective addition of Grignard reagents to cyclic enones leads to chiral magnesium enolates. These enolates add to N-protected imines directly, or through in situ transformation to silyl enol...
The d-lactone-containing natural product (+)-tanikolide, a brine shrimp toxin and antifungal compound, was synthesized in nine steps with an overall yield of 26.4?% by employing Sharpless asymmetric epoxidation and ZrCl4...
A series of novel ligands incorporating oxazoline and thiazoline units were synthesized in high yield by employing a convergent route, in which the key step is a microwave-assisted palladium-catalyzed aryl amination. The...
Several synthetic strategies directed towards 5a-carbahexopyranoses and based on 6-endo-trig radical cyclization of unsaturated carbohydrate derivatives have been devised. Three elements for regiocontrol to optimize the ...
The total synthesis of 2d-deoxy Lewisx pentasaccharide is described. Ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-a,beta-D-galactopyranoside was condensed with a diol of glucosamine to regio- and stereoselectively give the...
Natural products continue to hold the interest and attention of a wide chemical community. This is due to their biological properties and potential applicability in health care and plant protection, as well as their freq...
Chlorosulfites prepared in situ using thionyl chloride react with nitrile complexes of titanium(IV) fluoride to give a one-pot conversion of alcohols into amides. For the first time, amides are obtained from cyclic alcoh...
In contrast to Bronsted and other Lewis acids ClTi(OiPr)3 is especially suited to catalyze the formation of amino-substituted coumarins from aminophenols and functionalized beta-oxo esters in a Pechmann condensation. Thi...
A new approach for the one-pot synthesis of alkynyl chalcogenides, exemplified mainly by selenides, was developed in which dual activation of diorgano dichalcogenides and terminal acetylenes is achieved by using an indiu...
The Lewis acidity of various silyl triflates was quantified by utilizing [D5]pyridine as a 2H NMR spectroscopy probe. The chemical shifts of the 2H NMR signals for pyridinesilyl adducts are reported. The rate constants o...
An efficient one-step synthesis of piperidin-2-yl and pyrrolidin-2-yl flavonoid alkaloids was achieved in good to excellent yields by a highly regioselective phenolic Mannich reaction of chrysin with cyclic imines or imi...
Very simple, chiral, non-racemic diselenides were prepared and their corresponding selenium electrophiles were used for the stereoselective functionalization of alkenes. The influence of different alkenes on the outcome ...
Butenolides, obtained by ring-closing metathesis (RCM) of acrylates, undergo quantitative deprotonation with amide bases. Trapping of the resulting anions with electrophiles, for example, chlorophosphates, give furans. S...
By starting with various carboxylic acids, a one-pot procedure for the synthesis of the corresponding 1-hydroxy-1,1-bis(phosphonic acid)s is reported. The efficiency of this simple methodology is illustrated by synthesiz...
The total synthesis of natural (+)-hyacinthacine A1 (6), (+)-7a-epi-hyacinthacine A1 (7) and their 6-hydroxy analogues 21 and 16 was achieved using a nitrone cycloaddition strategy with D-ribose-derived cyclic nitrone 8 ...