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Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids. Antimicrobial activity of products obtained was tested. Optically active dithiophosphoric and dithiophosphonic acids were obtained by the reactions of 1,2:3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranose with tetraphosphorus decasulfide or Lawesson's reagent respectively. The reactions of dithiophosphoric and dithiophosphonic acids with 8 S,9R‐quinine, 8R,9 S‐quinidine, 8 S,9R‐cinchonidine, 8R,9 S‐cinchonine, and 8R,9 S‐hydroquinidine result in chiral salts of dithiophosphoric and dithiophosphonic acids possessed antimicrobial activity. [ABSTRACT FROM AUTHOR]

Chiral S‐tributylstannyl dithiophosphates and dithiophosphonates were obtained by the reactions of optically active dithiophosphoric and dithiophosphonic acids containing (S)‐(–)‐menthyl and (R)‐(+)‐menthyl substituents with gaseous ammonia and tributyl chlorostannane. The reactions of chiral ammonium dithiophosphate containing (1R)‐endo‐(+)‐fenchyl substituent with tributyl chlorostannane or tetrachlorostannane result in corresponding S‐tributylstannyl dithiophosphate or tetrakis(dithiophosphato)stannane. Molecular structure of ammonium O,O‐di‐(–)‐menthyldithiophosphate was studied by X‐ray single crystal diffraction. Bactericidal activity of S‐tributylstannyl dithiophosphates was tested. [ABSTRACT FROM AUTHOR]

α- d-Glucofuranose and α- d-allofuranose diacetonides react with 2,4-diorganyl 1,3,2,4-dithiadiphosphetane-2,4-disulfides to form optically active dithiophosphonates in 78-81% yields, which are transformed into the corresponding ammonium salts in 90-97% yields by the treatment of n-hexadecylamine. The S-silyldithiophosphonate was prepared in 93% yield by the reaction of 2,4-bis(butoxyphenyl) 1,3,2,4-dithiadiphosphetane-2,4-disulfide with silyl ether of α- d-glucofuranose diacetonide. One of the salts obtained possesses antibacterial activity against Staphylococcus aureus ATCC 6538-P. [ABSTRACT FROM AUTHOR]

ABSTRACT The reaction of 2,4-diaryl 1,3,2,4-dithiadiphosphetane-2,4-disulfide with diketonide of d-mannitol has been found to give optically active bisaryldithiophosphonic acids transformed into the corresponding diammonium salts by the treatment of n-hexadecylamine. O, O-Bis(trimethylsilyl) ether of d-mannitol ketonide reacts with 2,4-diaryl 1,3,2,4-dithiadiphosphetane-2,4-disulfide to form chiral S, S-disilylbisaryldithiophosphonate. Diammonium bisaryldithiophosphonate possesses antibacterial activity against Staphylococcus aureus ATCC 6538-P. [ABSTRACT FROM AUTHOR]

ABSTRACT The ammonium salt of optically active dithiophosphoric acid obtained by the reaction of tetraphosphorus decasulfide with (1S)-endo-(-)-borneol reacts with benzoyl chloride, methyl chloroacetate and epichlorohydrin to form novel dithiophosphate S-esters. [ABSTRACT FROM AUTHOR]

ABSTRACT The Kabachnik-Fields reaction of E,Z-citral with diethyl phosphite in the presence of isobutylamine has been found to form α-aminophosphonates. The Pudovik reactions of diethyl phosphite with prenyl imines prepared on the basis of E,Z-citral with isobutylamine also allowed us to obtain the same α-aminophosphonates. We have managed to synthesize α-aminophosphonates by the reaction of O,O-dialkyl trimethylsilyl phosphites with prenyl imines in the presence of water or diethylamine. α-Aminophosphonates were also synthesized by the reaction of diethyl phosphite with (R,S)-citronellal in the presence of alkylamines. α-Aminophosphonates obtained showed bacteriostatic activity against Staphylococcus aureus and Bacillus cereus. © 2012 Wiley Periodicals, Inc. Heteroatom Chem 24:36-42, 2013; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.21060 [ABSTRACT FROM AUTHOR]