87152-18-9

Upstream product

• 34641-79-7 (+)R-methyl-n-propylphenylphosphine selenide 
• 333-27-7 methyl trifluoromethanesulfonate 
• 72315-67-4 methylthio-methyl-n-propylphenylphosphonium trifluoromethanesulfonate 
• 33995-97-0 (+)-(R)-methyl-n-propylphenylphosphine selenide 

Downstream Products

• 701-03-1 methylpropylphenylphosphine 
• 72315-67-4 methylthio-methyl-n-propylphenylphosphonium trifluoromethanesulfonate 
• 4653-63-8 methyl-phenyl-propyl-phosphine oxide 
• 701-03-1 (+)-(S)-methyl-n-propyl phenylphosphine 
• 13153-92-9 (+)-(R)-methyl-n-propylphenylphosphine sulphide 
• 13153-91-8 (-)-(S)-methyl-n-propylphenylphosphine sulphide 
• 34641-79-7 (+)R-methyl-n-propylphenylphosphine selenide 

Relevant academic research and scientific papers

A new, stereoselective interconversion of phosphinothio-phosphinoseleno compounds, reduction of phosphinoseleno derivatives and retro pishchimuka rearrangement based on methylthio- and methylselenophosphonium salts chemistry

The interconversion of thiono- into seleno compounds was found to proceed with retention of the configuration at phosphorus and the mechanistic course of this process has been proposed. The isomerization reaction of phosphinothiolates into thiono-isomers via the phosphonium salts has been developed and considered as the "retro Pishchimuka" rearrangement.

A GENERAL SYNTHESIS OF OPTICALLY ACTIVE PHOSPHINES, PHOSPHINITES AND THIOPHOSPHINITES FROM ALKYLTHIO(ALKYLSELENO)PHOSPHONIUM SALTS AND TRIS(DIMETHYLAMINO)PHOSPHINE AS A THIOPHILIC AGENT

Tris(dimethylamino)phosphine was found to be a suitable thiophilic reagent which converts optically active alkylthio(alkylseleno)phosphonium salts into chiral tertiary phosphines and phosphonites with a high stereoselectivity.The first synthesis of optically active thiophosphinites from bis(alkylthio)phosphonium salts and tris(dimethylamino)phosphine is also reported.

STEREOSPECIFIC INTERCONVERSION OF THIO- AND SELENOPHOSPHORYL COMPOUNDS

The conversion of chiral methyl-n-propylphenylphosphine sulphide into the corresponding selenide and the reverse reaction are easily accomplished by treatment of the corresponding methylthio- and methylselenophosphonium salts with sodium hydrogen selenide and sodium hydrogen sulphide, respectively.Both reactions occur with retention of configuration at phosphorus and high stereospecificity.