19229-70-0Relevant academic research and scientific papers
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.
A facile and practical preparation ofP-chiral phosphine oxides
Xu, Ronghua,Gao, Zhenhua,Yu, Yiteng,Tang, Yehua,Tian, Duanshuai,Chen, Tian,Chen, Yibing,Xu, Guangqing,Shi, Enxue,Tang, Wenjun
, p. 3335 - 3338 (2021/04/07)
A practical and cost-effective synthetic method ofP-chiral diarylalkyl, aryldialkyl, and triaryl phosphine oxides by using readily available chiral diphenyl-2-pyrrolidinemethanol as the auxiliary is developed. The long-standing racemization issue during s
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.
Stereoselective synthesis and resolution of P-chiral phosphine chalcogenides
Pietrusiewicz, K. Michal
, p. 573 - 576 (2007/10/03)
New synthetic methods and resolution procedures securing ready access to the resolved P-chiral phosphinoylethenes, phosphinoylacetates and secondary phosphine oxides of diversified structures have been developed. The methods are based on processes employing stereoselective nucleophilic displacement at phosphorus, asymmetric deprotonation, immolative vinyl and chirality transfer from sulfur to phosphorus, chemical and enzymatic kinetic resolution, resolution via covalent diastereoisomers, as well as direct resolution of racemates by classical resolving agents and by chromatography on chiral stationary phases.
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.
The Reactions of Optically Pure Menthyloxymethylphenylphosphine-Borane with Organolithium Reagents
Oshiki, Toshiyuki,Imamoto, Tsuneo
, p. 3719 - 3721 (2007/10/02)
The reactions of (Rp)-menthyloxymethylphenylphosphine-borane with several organolithium reagents are described.Less sterically hindered reagents such as m-anisyllithium and p-anisyllithium react with the phospine-borane to afford the correspond
