Romuald Skowroński

The electrochemical oxidation of 5-hydroxymethylfurfural with the nickel oxide/hydroxide electrode

Abstract The electrochemical oxidation of 5-hydroxymethylfurfural with nickel oxide/hydroxide anode gave 2,5-furandicarboxylic acid in 71% yield.

SYNTHESIS AND ITS STEREOCHEMISTRY OF AMINOPHOSPHONIC ACIDS DERIVED FROM 5-HYDROXYMETHYLFURFURAL

Abstract Some dialkyl N-substituted-α-amino-α-furylmethanephosphonates were synthesized via the addition of dialkyl phosphites to corresponding imines in mild conditions in a short time. When an imine is chirally N-substituted the reaction is stereoselective. Stereochemical aspects of the reaction in the light of Cram rules is discussed in this paper.

SYNTHESIS OF 1-AMINOALKANEPHOSPHONIC ACID DERIVATIVES CONTAINING FURAN MOIETY. PART II: FIRST SYNTHESIS OF (2-FURYL)AMINOMETHANE PHOSPHONIC ACID1

Abstract The synthesis of (2-furyl)aminomethanephosphonic acid from furfural via corresponding imine, dibenzyl ester and N-benzylsubstituted acid is presented. The synthesis was performed by the hydrogenolysis of a corresponding N-benzylsubstituted dibenzyl ester.

The first synthesis of ferrocenyl aminophosphonic esters

Abstract The series of aminophosphonates bearing the ferrocenyl moiety was obtained by the addition of dialkyl phosphites to an azomethine bond of Schiff bases. Some successful attempts to perform the asymmetrical synthesis of aminophosphonates were made, but the isolation of diastereomers failed.

First Synthesis of Ferrocenyl-N-Alkylaminophosphonic Acids

The first synthesis of novel ferrocenyl-N-alkylaminomethanephosphonic acids 3a–c via their trimethylsilyl esters is presented.

STEREOSELECTIVE SYNTHESIS OF CHIRAL (2-FURYL)AMINO-METHANEPHOSPHONIC AND AMINOPHOSPHONOUS ACIDS

Stereoselective synthesis of (2-furyl)-N-methylbenzylaminophosphonate was performed by the addition of dibenzyl phosphate to N-furfurylidene (R)-α-methylbenzylamine[1]. Resulting diastereoisomeric esters were separated and characterised. As both products were oily liquids, the X-ray study could not have been made. So, we determined the absolute configuration on the base of Cram rules and confirmed it according to Rigueras[2] method.

Synthesis of 1-Aminoalkanephosphonic and Phosphonous Acids Bearing Furan Moiety

Abstract Synthesis of a series of 1 -aminoalkanephosphonic acids bearing hran moiety was performed, starting from the preparation[I] of various N-substituted aminophosphonic esters. We were encouraged by previous Boduszeks study [2].

Synthesis of New Cholesteryl and Adenosinyl Esters of 2-Furyl-N-phenylaminophosphonous Acids

The synthesis of novel 2-furyl N-arylaminomethanephosphonous acids 2a, b and their cholesteryl and adenosinyl esters 3a, b and 4a, b, respectively, is presented.

Oxidation of N-(2,2,6,6-Tetramethyl-4-piperidinyl)-aminoalkanephosphonates

Abstract The N-(2,2,6,6-tetramethyl-4-piperidinyl)aminoalkanephosphonates 1 were synthetized by the addition of dialkyl phosphonates to the imines of 4-amino-2,2,6,6-tetramethylpiperidine. Acid hydrolysis of the obtained esters 1 (leads to the free aminoacids which were by exchange ion chromatography.