29415-54-1Relevant articles and documents
About the Inversion Barriers of P-Chirogenic Triaryl-Substituted Phosphanes
Holz, Jens,Jiao, Haijun,Gandelman, Mark,B?rner, Armin
, p. 2984 - 2994 (2018/06/27)
The racemization tendency of acyclic P-chirogenic phosphanes is investigated experimentally and theoretically. Results of these investigations are important for the construction and use of P-chirogenic ligands and organocatalysts frequently used in asymmetric syntheses. Proof is given that triaryl phosphanes undergo easier racemization than compounds in which the phosphorus atom is linked to alkyl substituents. Interestingly, bulky ortho aryl substituents have only a marginal effect, whereas P-naphthyl rings destabilize the compound.
A simple resolution procedure using the Staudinger reaction for the preparation of P-stereogenic phosphine oxides
Andersen,Ramsden,Che,Parvez,Keay
, p. 7478 - 7486 (2007/10/03)
The resolution of a variety of (±)-P-stereogenic phosphines is achieved by exploiting the Staudinger reaction of a (±)-phosphine with enantiopure (1S,2R)-O-(tert-butyldimethylsilyl)isobornyl-10-sulfonyl azide. The resulting mixtures of diastereomeric phosphinimines are generally separable by fractional crystallization or flash chromatography. Subsequent acid-catalyzed hydrolysis provides the corresponding optically pure phosphine oxides in high yields.
