Generation of metal phosphinites by the reaction of Se-alkyl phosphinoselenoates with organometallics and its application to the synthesis of optically active organophosphorus compounds

✍ Scribed by Takayuki Kawashima; Hiroki Iwanaga; Renji Okazaki

• Publisher: John Wiley and Sons
• Year: 1995
• Tongue: English
• Weight: 548 KB
• Volume: 6
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.520060308

✦ Synopsis

Reaction of Se-Alkyl phosphinosebnoates with organometallics resulted in a selective attack on the selenium atom. Sequential treatment of optically active Se-benzyl t-butylphenylphosphinoselenoate with PhLi and then with electrophiles, such as alkyl halides, an a,p-unsaturated ester, and chalcogen atoms, gave optically active phosphom compounds in 5-91% yields and in high optical yields, with retention of configuration at the phosphoms atom, along with a quantitative yield of benzyl phenyl selenide.