A new class of phosphorus-ylide containing conjugate heterocycle was isolated from a mixture of colored products of the reaction of a silylphosphine and dimethyl acetylenedicarboxylate. The structure was determined and t...
The use of natural amino acids as chiral ligands on a triethylbenzene scaffold for the binding and enantiodifferentiation of carbohydrates has resulted in moderate affinity and selectivity values for glucose. Selective I...
Expedient access to a highly functionalized 2-pyrrolidinone (8). the gamma-lactam core of 20S proteasome inhibitor (-)-salinosporamide A (marizomib; NPI-0052; 1), using a regio- and stereoselective epoxide formation/redu...
A new approach for the synthesis of diorganyl selenides is described. By using economically attractive zinc dust in BMIM-BF4, a series of diorganyl selenides were efficiently achieved in excellent yields, under neutral r...
The reaction of H-phosphinates and secondary phosphine oxides with amines and alcohols proceeds highly stereospecifically to give the corresponding coupling products with inversion of configuration at the phosphorus cent...
The room-temperature cobalt-catalyzed [4 + 2] cycloaddition of alkynylboronates and 1,3-dienes provides a convenient and general method for the synthesis of benzene-based aromatic boronic esters. Two complementary aromat...
Recent years have seen a huge surge of interest in the application of alkyne-derived motifs for so-called "click" chemistry. Given the critical importance of amino acids in organic synthesis as well as their myriad of ap...
A catalytic synthetic approach For the synthesis of nolinone compounds through a Pd-catalyzed C(sp(2))-H functionalization/intramolecular amidation sequence is described. The cyclization process efficiently proceeds in t...
A unique buffering effect of various bases, i-Pr2NEt and CaCO3 in particular, was observed for the acid-catalyzed chloro displacement of 2-chloro-5-ethylpyrimidine with a 2-methyl-2-phenylpropanamine. The use of the care...
An efficient and highly sustainable Ullmann-type homocoupling of bromo- and chloroarenes, including the more challenging electron-rich chloroarenes (e.g., 4-chloroanisole). catalyzed by in situ generated Pd colloids, is ...
The equilibrium constants for on pair formation of some pyridines have been evaluated by spectrophotometric titration with trifluoroacetic acid in different ionic liquids. The basicity order is the same in ionic liquids ...
Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with ai...
The organocatalytic addition of beta-phenyl sulfonyl acetonitrile 1 to either N-Boc-protected alpha-amido sulfones or imines allowed the synthesis of enantioenriched alpha-unsubstituted beta-amino nitriles through a Mann...
Under Lewis acidic conditions using Hf(OTf)(4), the aminomethylation of an indole derivative with a typical N,O-acetal preferentially produced kinetically favored N-aminomethylated indole derivatives instead of thermodyn...
A novel procedure has been developed for the his-conjugation of oligonucleotides using CuAAC (click-H) and oxime (click-O) tethering strategies. Oligonucleotides bearing a 5'-alkyne function and a 3'-aldehyde precursor w...