NEW CHIRAL DICHLOROPHOSPHINES AND THEIR USE IN THE SYNTHESIS OF PHOSPHETANE OXIDES AND PHOSPHINIC CHLORIDES

Citation
A. Marinetti et al., NEW CHIRAL DICHLOROPHOSPHINES AND THEIR USE IN THE SYNTHESIS OF PHOSPHETANE OXIDES AND PHOSPHINIC CHLORIDES, Journal of organic chemistry, 62(2), 1997, pp. 297-301
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
62
Issue
2
Year of publication
1997
Pages
297 - 301
Database
ISI
SICI code
0022-3263(1997)62:2<297:NCDATU>2.0.ZU;2-L
Abstract
Myrtanyl-, bornyl- and isopinocampheyldichlorophosphines have been pre pared from the corresponding alkyl chlorides via diastereospecific rea ctions of the Grignard reagents with PCl3 or (Et(2)N)(2)PCl. Two appli cations of these compounds to synthetic asymmetric organophosphorus ch emistry have been examined: their reactions with 2,3,3-trimethylbutene and AlCl3 afford either P-chiral phosphetane oxides or, in the presen ce of gaseous HCl, P-chiral phosphinic chlorides with moderate to high diastereoselectivity.