Cyclohexane analogues of the antifungal icofungipen [(1R,2S)-2-amino-4-methylenecyclopentanecarboxylic acid] were selectively synthesized from unsaturated bicyclic β-lactams by transformation of the ring olefinic bond through three different regio- and stereocontrolled hydroxylation techniques, followed by hydroxy group oxidation and oxo-methylene interconversion with a phosphorane. Starting fr...

Stepwise oxidation of 1,8-bis(diphenylphosphino)naphthalene and a series of (oligo)methylene-linked diphosphines with XeF2 followed by fluoride abstraction yields a family of compounds featuring phosphine, phosphonium and phosphorane moieties in close proximity. The bisphosphonium ions [(C10H6)(Ph2PF)2]2+ (5) and [CH2(Ph2PF)2]2+ (9a) exhibit remarkable Lewis acidity arising from the proximity o...

The structures of l-phenyl-3-methyl-pyrazolone-5 and its benzoyl derivatives have been investigated by means of IR, UV, NMR, and mass spectral spectroscopy. 1-Phenyl 3-methyl-pyrazolone-5 is found to exist as a zwitter ion in the solid state, in the 5-keto form in chloroform and dioxane, and in the 5-hydroxy form in pyridine. The 4-benzoyl derivative of l-phenyl-3-methyl-pyrazolone-5 is shown t...

The claim by Lahiri et al. (1) to have identified the pentacovalent phosphorus intermediate of a phosphoryl transfer reaction addresses an important, long-disputed problem: whether the enzyme-catalyzed transfer of phosphate is a dissociative or associative process. The apparent observation of a pentaoxy-phosphorane suggests that the transfer occurs through an associative, addition– elimination ...

The synthesis and characterization of diastereomers of cocaine benzoyl thioester is described. Allococaine benzoyl thioester and allopseudococaine benzoyl thioester were synthesized by the conjugate addition of p-methoxytolyl thiol to ecgonine methyl ester followed by debenzylation and benzoylation. The absolute structure of the hydrochloride salt of the major ecgonine p-methoxytolyl sulfide fo...

Benzoyl coenzyme A (benzoyl-CoA) reductase is a central enzyme in the anaerobic degradation of organic carbon, which utilizes a common intermediate (benzoyl-CoA) in the metabolism of many aromatic compounds. The diversity of benzoyl-CoA reductase genes in denitrifying bacterial isolates capable of degrading aromatic compounds and in river and estuarine sediment samples from the Arthur Kill in N...

A one-pot method for the preparation of benzoyl metronidazole was achieved by using N,N'-carbonyldiimidazole as a coupling reagent. Moreover, it was found that the byproduct imidazole as the catalyst promoted the reaction. In addition, the β-cyclodextrin solubilization of benzoyl metronidazole was investigated by phase-solubility method. The phase-solubility studies indicated that the solubilit...