L. Luczak et al., STEREOCHEMISTRY OF P-CHIRAL THIOXOPHOSPHORANESULFENYL HALIDES RR'P(S)SX-, Phosphorus, sulfur and silicon and the related elements, 95-6(1-4), 1994, pp. 371-374
Stereoselective synthesis of the P-chiral thioxaphosphoranesulfenyl (d
icyclohexyl)amide (1-menthyl-O)PhP(S)SN(C6H11)(2) and its conversion i
nto the P-chiral thioxaphosphoranesulfenyl chloride (1-menthyl-O)PhP(S
)SCl is described. First synthesis of P-chiral thioxaphosphoranesulfen
yl bromides (1-menthyl-O)PhP(S)SBr via the bromolysis of the bis-thiop
hosphoryl disulfide [(1-menthyl-O)PhP(S)S-)](2) is presented. Transfor
mations of P-chiral thioxaphosphoranesulfenyl chlorides and bromides i
nto the corresponding sulfenamides proceed with the preservation of st
ereochemical integrity at the chiral P-center.