67253-73-0Relevant academic research and scientific papers
A practical method for N-alkylation of phosphinic (thio)amides with alcohols via transfer hydrogenation
Jankins, Tanner C.,Qin, Zi-Yang,Engle, Keary M.
, p. 3272 - 3281 (2019/05/15)
This manuscript describes a modular method for preparing N-alkyl phosphinic amides from primary or secondary alcohols and primary phosphinic amide (R1R2P = ONH2) nucleophiles via transfer hydrogenation. The transformation typically proceeds in excellent yields, employs conveniently available reagents, and produces water as the only byproduct.
Efficient asymmetric synthesis of structurally diverse p-stereogenic phosphinamides for catalyst design
Han, Zhengxu S.,Zhang, Li,Xu, Yibo,Sieber, Joshua D.,Marsini, Maurice A.,Li, Zhibin,Reeves, Jonathan T.,Fandrick, Keith R.,Patel, Nitinchandra D.,Desrosiers, Jean-Nicolas,Qu, Bo,Chen, Anji,Rudzinski, Diandra M.,Samankumara, Lalith P.,Ma, Shengli,Grinberg, Nelu,Roschangar, Frank,Yee, Nathan K.,Wang, Guijun,Song, Jinhua J.,Senanayake, Chris H.
supporting information, p. 5474 - 5477 (2015/04/27)
The use of chiral phosphinamides is relatively unexplored because of the lack of a general method for the synthesis. Reported herein is the development of a general, efficient, and highly enantioselective method for the synthesis of structurally diverse P-stereogenic phosphinamides. The method relies on nucleophilic substitution of a chiral phosphinate derived from the versatile chiral phosphinyl transfer agent 1,3,2-benzoxazaphosphinine-2-oxide. These chiral phosphinamides were utilized for the first synthesis of readily tunable P-stereogenic Lewis base organocatalysts, which were used successfully for highly enantioselective catalysis.
Stereoselective addition of grignard reagents to new P-chirogenic N-phosphinoylbenzaldimines: Effect of the phosphorus substituents on the stereoselectivity
Notar Francesco, Irene,Egloff, Coraline,Wagner, Alain,Colobert, Francoise
, p. 4037 - 4045 (2011/09/15)
Several phosphinoylimines have been synthesized in five steps by starting from the appropriate phosphane oxide and were then treated with methylmagnesium bromide to give both diastereoisomers in high yields and with promising diastereomeric ratios. Then N-[(tert-butyl)(phenyl)phosphinoyl]benzaldimine, which displayed the best results, was subjected to the 1,2-addition of various Grignard reagents to evaluate the best chiral induction due to the stereogenic phosphorus atom. The corresponding adducts were obtained in excellent yields and with moderate to excellent diastereoisomeric ratios. Copyright
