15929-44-9Relevant academic research and scientific papers
B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids
Jiang, Jun,Zhang, Xinzhi,Zhang, Yangyang,Zhao, Jincheng
supporting information, p. 5772 - 5776 (2021/07/12)
A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C6F5)3has been developed. This powerful methodology provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness.
Copper mediated C(sp2)-H amination and hydroxylation of phosphinamides
Sun, Shang-Zheng,Shang, Ming,Xu, Hui,Cheng, Tai-Jin,Li, Ming-Hong,Dai, Hui-Xiong
supporting information, p. 1444 - 1447 (2020/02/11)
Copper mediated C(sp2)-H amination and hydroxylation of arylphosphinic acid are accomplished by adopting phosphinamide as the directing group. This method is distinguished by its wide substrate scope and excellent functional group tolerance, th
Pd(II)-catalyzed enantioselective synthesis of P-stereogenic phosphinamides via desymmetric C-H arylation
Du, Zhi-Jun,Guan, Jing,Wu, Guo-Jie,Xu, Peng,Gao, Lian-Xun,Han, Fu-She
supporting information, p. 632 - 635 (2015/01/30)
We present the enantioselective synthesis of P-stereogenic phosphinamides through Pd-catalyzed desymmetric ortho C-H arylation of diarylphosphinamides with boronic esters. The method represents the first example of the synthesis of P-stereogenic phosphorus compounds via the desymmetric C-H functionalization strategy. The reaction proceeded efficiently with a wide array of reaction partners to afford the P-stereogenic phosphinamides in up to 74% yield and 98% ee. The efficiency was further demonstrated by gram scale syntheses. Moreover, the flexible conversion of the P-stereogenic phosphinamides into various types of P-stereogenic phosphorus derivatives was also elaborated. Thus, the protocol provides a novel tool for the efficient and versatile synthesis of P-stereogenic compounds.
Asymmetric Hydroformylation of Vinyl Acetate with DIOP-Type Ligands
Hobbs, Charles F.,Knowles, W. S.
, p. 4422 - 4427 (2007/10/02)
The rhodium-catalyzed hydroformylation of vinyl acetate and related esters was carried out in the presence of chiral phosphine ligands of the DIOP type to give the corresponding optically active 2-(acyloxy)propanal, a precursor for the amino acid threonine.Ligand structure and the ligand/metal ratio were the primary factors controlling asymmetric induction; temperature, CO pressure, and solvent polarity had minor effects.The highest induction efficiencies, up to 51 percent ee, were obtained with the 5H-dibenzophospholyl derivative of DIOP (DIPHOL, 1e).
