We report a new method for the catalytic, asymmetric synthesis of beta-substituted aspartic acid derivatives in which the nucleophilic catalyst serves up to four discrete roles in a one-pot procedure: catalytic dehydrohalogenation of acid chlorides to form ketenes; catalytic dehydrohalogenation of alpha-chloroamines to form the corresponding imines; catalyzed [2 + 2]-cycloaddition to produce in...

S U M M A R Y The method of digestion with pancreatic lipase for determining the position of fatty acids in triglycerides has been modified to increase its accurary and ease of applicability. Moreover, by acylation of partial glycerides with a “marker” fatty acid, the method can be used for determining the structure of monoand diglycerides. Evidence is presented which demonstrates that acylatio...

A quick, efficient, one-pot method for the synthesis of substituted N-aryl lactams through the reaction of various kinds of corresponding substituted arenes with a variety of ω-azido alkanoic acid chlorides using a Lewis acid (i.e. EtAlCl(2)) at room temperature, through the in situ involvement of a Friedel-Crafts reaction followed by intramolecular Schimdt rearrangement was developed, and affo...

The development of an enantioselective catalytic Claisen rearrangement1 remains an important yet elusive goal in chemical synthesis.2 With this objective in mind, we recently reported the acyl-Claisen rearrangement, a Lewis acid-catalyzed variant of the Bellus reaction3 that utilizes acid chlorides and allylic amines in the stereoselective synthesis of R,â-disubstituted-γ,δ-unsaturated carbonyl...

Acylation of anisole with 2-phenylbutanoic acid derivatives, over zeolite catalysts, gives the corresponding 4-acyl derivatives with high regioselectivity. In an analogous way, 2,3-dihydrobenzofuran reacts with acid anhydrides or chlorides in the presence of catalytic quantities of zeolites to give the corresponding 5-acyl-2,3-dihydrobenzofurans. The zeolite can be recovered, regenerated and us...

[reaction: see text] We have developed an efficient methodology for the generation of ketenes by employing a catalytic shuttle base and potassium carbonate as a stoichiometric base. We have applied this technology to the catalytic, asymmetric alpha-bromination of acid chlorides.

[chemical reaction: see text]. Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nuc...

A new series of thienothiadiazolopyrimidinone 4 was prepared via the reaction of hydrazonoyl chlorides 2 with 2amino-tetrahydrobenzo[b]thiophene-3-carboxylic acid 1 followed by cyclization with 1,1`-carbonyldiimidazole. Furthermore, benzothienothiadiazolo pyrimidinone derivatives 11a-c were prepared. The structure of the newly synthesized compounds were established on the basis of spectral data...

2-Pyrrolines can be generated by the PhP(2-catechyl) mediated coupling of alkene-tethered imines and acid chlorides. This reaction proceeds via phosphorus-containing 1,3-dipoles, which undergo cycloaddition with alkenes with high stereo- and regioselectivity. The modularity of this reaction can be used to assemble a range of polysubstituted pyrrolines in one pot transformations.

The effect on the rate of tumor induction of a group of chlor-compounds which reversibly inhibit the glycolyric process of cells has already been described (5, 6). The compounds used were soluble in water and fats, and were nonhydrolyzable under physiological conditions of pH and temperature. The chemical reactivity of their chlorine atoms was the factor which determined the potency of their bi...