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The enantioselective total synthesis of (+)-hexachlorosulfolipid, a cytotoxin found in the Adriatic mussel Mytilus galloprovincialis, is described. The unique chlorinated hydrocarbon motif of the lipid is successfully furnished by a series of dichlorination reactions of chiral epoxides with chlorophosphonium reagent generated in situ from Ph(3)P/NCS. The present total synthesis has allowed the confirmation of the absolute configuration of the natural cytotoxic (+)-hexachlorosulfolipid originally proposed by Fattorusso, Ciminiello, and co-workers.

The novel one-pot three-component reaction of aromatic aldehydes, 1,2-phenylenediamine, and β-keto esters is described. This reaction involves the γ-selective C–C bond formation of β-keto esters and produces 1,5-benzodiazepine derivatives.

The first asymmetric total synthesis of spongotine A is described. The oxidative synthesis of the imidazoline/ketone unit from keto aldehyde and diamine is a key step in this synthesis. The absolute stereochemistry of the asymmetric center of natural spongotine A is revealed as the (S)-configuration.

A series of experiments on the facilitated transport of CO2 through supported liquid membranes impregnated with aqueous solutions of various amines as carriers was performed, and the effects of the reaction rate and the chemical equilibrium of the reaction between CO2 and amine on the permeability of CO2 were investigated. Four primary amines (monoethanolarnine (MEA), ethylenediamine (EDA), monoprotonated ethylenediamine (EDAH+), 2-amino-2-methyl-l-propanol (AMP)), one secondary amine (diethanolamine (DEA)) and two tertiary amines (triethanolamine (TEA), methyldiethanolamine (MDEA)) were used as the carrier. The feed gas was a mixture of CO2 and CH4. High CO2 permeabilities were obtained with the EDAH+ membrane due to its moderate chemical equilibrium constant Keq which is favorable for both fast absorption of CO2 at the feed side of the membrane and fast stripping at the sweep side. Low CO2 permeabilities were obtained with the tertiary amine and AMP membranes due to their low reactivity. The CO2 permeability through the MEA membrane, which has too large a Keq value at low temperature, increased with increasing temperature due to the decrease in Keq and also due to the increase in the reaction rate. The experimental results obtained with the MEA, DEA and EDAH+ membranes were simulated on the basis of the theory of facilitated transport.

A convergent asymmetric total synthesis of (+)-danicalipin A is accomplished, in which two chlorinated fragments are stereoselectively joined by 1,3-dipolar coupling, leading to the confirmation of the absolute configuration of the natural product.

The novel one-pot three-component reaction of aromatic aldehydes, 1,2-phenylenediamine, and β-keto esters is described. This reaction involves the γ-selective C–C bond formation of β-keto esters and produces 1,5-benzodiazepine derivatives.

A novel method to prepare 2-H-imidazolines from glyoxylic acid monohydrate and 1,2-diamines is described; the key reaction of this method is the oxidative decarboxylation of the 2-carboxy imidazolidines by NBS.

A novel method to prepare 2-H-imidazolines from glyoxylic acid monohydrate and 1,2-diamines is described; the key reaction of this method is the oxidative decarboxylation of the 2-carboxy imidazolidines by NBS.