19229-70-0Relevant articles and documents
Organocatalytic Enantioselective Synthesis of P-Stereogenic Chiral Oxazaphospholidines
Wang, Lanlan,Du, Zhijun,Wu, Qiang,Jin, Rizhe,Bian, Zheng,Kang, Chuanqing,Guo, Haiquan,Ma, Xiaoye,Gao, Lianxun
, p. 2024 - 2028 (2016)
The enantioselective synthesis of P-stereogenic chiral organophosphines under organocatalysis is a challenging research field, and reports that use this approach are rare. Herein, we have developed the enantioselective synthesis of P-stereogenic chiral oxazaphospholidines by using a bicyclic thiazole as the organocatalyst in the P-N and P-O bond-forming reaction. The P-chiral products were prepared in high yields with moderate enantioselectivities. The base that was used in this process had a significant influence on the enantioselectivity of the reaction and in some cases led to the opposite configuration of the P-chiral center.
P-Chiral phosphine oxide catalysed reduction of prochiral ketimines using trichlorosilane
Warner, Christopher J.A.,Reeder, Andrew T.,Jones, Simon
, p. 136 - 141 (2016/02/09)
Twelve P-chiral phosphine oxides were screened for their ability to act as a chiral Lewis base catalyst for the asymmetric hydrosilylation of ketimines, providing chiral amines in good conversion and yield, but relatively poor enantioselectivity (ee 30%). Mechanistic studies paralleling work on chiral sulfinamides have shown a non-linear relationship of catalyst enantioselectivity and the chiral amine product.
A Novel Displacement Route to P-Chiral Phosphine Oxides of High Enantiomeric Purity
Cardellicchio, Cosimo,Fiandanese, Vito,Naso, Francesco,Pacifico, Saverio
, p. 6343 - 6346 (2007/10/02)
Reactions of (R)-(1-chlorovinyl)methylphenylphosphine oxide with aryl and alkenyl Grignard reagents result in highly stereoselective displacement of the halovinyl group and afford virtually enantiomerically pure arylmethyl and alkenylmethylphenylphosphine oxides of inverted configuration at phosphorus.
