Mixed anhydrides with penicillinic acids (III) were unstable and gave N-acyl, amides IV. Only III with butyrolactam was stable and reacted with alcohols to give esters V. All anhydrides with cephalosporinic acids (VIlI) yielded symmetric anhydrides IX. Alcoholysis of IX gave cephalosporinic ester X, while aminolysis yielded amide. Formation of postulated isomeric mixed anhydride with O-imino ca...

Mixed anhydrides of phosphorus sulfonic acids RR'P(O)OSOzR" 1 are of interest in the biological transfer of sulfates'. In the chemical synthesis of oligonucleotides, phosphoric sulfonic anhydrides 1 (R', R = nucleoside) are postulated as important and reactive intermediatesw-s-. Anhydrides 1 were also suggested as intermediates in biooxidation of thiolophosphates'. Structural analogues of anhyd...

The first NHC-catalyzed functionalization of carboxylic anhydrides is described. In this reaction, the β carbon behaves as a nucleophilic carbon and undergoes asymmetric reactions with electrophiles. Anhydrides with challenging β-alkyl substituents work effectively.

A simple method is described for the preparation of caprylic, palmitic, stearic, and oleic anhydrides. Reaction of the free fatty acid and dicyclohexylcarbodiimide in carbon tetrachloride at room temperature gives the corresponding anhydrides in high yield (87-94%).

OBJECTIVES To examine the relation between exposure to acid anhydrides and the risk of developing immediate skin prick test responses to acid anhydride human serum albumin (AA-HSA) conjugates or work related respiratory symptoms; to assess whether these relations are modified by atopy or smoking. METHODS A cohort of 506 workers exposed to phthalic (PA), maleic (MA), and trimellitic anhydride ...

A novel synthesis of anhydrides from twisted amides is reported. Sc(OTf)3 catalysis in the presence of water is used to synthesize anhydrides in one step from amides without external nucleophiles. Mechanistic studies indicate that the coordination of the catalyst is critical to induce the challenging N-C activation step. This process further highlights the utility of twisted amides in organic s...

Z. Naturforsch. 50b, 855-858 (1995); received November 11, 1994 Organophosphonic Acid Anhydrides, Phosphonic Acid Anhydrides, Stereochemistry, NMR Spectra The phosphonic acid anhydrides of the general formula [R P 0 2]„ have been prepared with R = Me, Et, z-Pr, r-Bu, and Ph from the corresponding phosphonic acids and their chlorides and esters. Mass spectrometric data indicate that the trimers ...

Organocatalytic regioselective acylation of mono- and disaccaharides with various functionalized acid anhydrides has been developed. Acylation of octyl beta-D-glucopyranoside with acid anhydrides derived from alpha-amino acids, cinnamic acid, and gallic acid took place at C(4)-OH with 67-94% regioselectivity in the presence of catalyst 1. Regioselective acylation of disaccharides with functiona...

The use of dulcitol and mannitol as differentiating agents in bacterial culture media is well established. The mechanism of the decomposition of these compounds has been investigated by many workers. With mannitol, this field has been comprehensively reviewed by Eitel (1920). Our review of the literature, however, revealed no bacteriological investigations concerned with acid and gas formation ...

A family of novel chloramphenicol base-amide organocatalysts possessing a NH functionality at C-1 position as monodentate hydrogen bond donor were developed and evaluated for enantioselective organocatalytic alcoholysis of meso-cyclic anhydrides. These structural diversified organocatalysts were found to induce high enantioselectivity in alcoholysis of anhydrides and was successfully applied to...