60125-28-2Relevant academic research and scientific papers
Synthesis of β-Phosphinolactams from Phosphenes and Imines
Fu, Xingyang,Li, Xinyao,Xu, Jiaxi
supporting information, p. 8733 - 8737 (2021/11/17)
Various cis-β-phosphinolactams are synthesized stereoselectively for the first time from imines and diazo(aryl)methyl(diaryl)phosphine oxides under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo the Wolf rearrangement to generate phosphenes. Imines nucleophilically attack the phosphenes followed by an intramolecular nucleophilic addition via less steric transition states to give final cis-β-phosphinolactams. C-Styrylimines generally give rise to β-phosphinolactams in higher yields than C-arylimines. The stereoselectivity and proposed mechanism are rationalized by DFT theoretical calculation.
Development of Chiral Spiro Phosphoramidites for Rhodium-Catalyzed Enantioselective Reactions
Zheng, Zhiyao,Cao, Yuxi,Zhu, Dongsheng,Wang, Zheng,Ding, Kuiling
supporting information, p. 9491 - 9497 (2019/04/08)
A series of 1,1′-spirobiindane-7,7′-diol (SPINOL) analogues bearing a 2,2′-dimethyl-, cyclopentyl-, or cyclohexyl-fused ring were synthesized, and their distinct structural features were elucidated by X-ray crystallography. On the basis of these scaffolds, chiral monophosphoramidite ligands 6 a–m were synthesized, which demonstrated excellent enantioselectivity in RhI-catalyzed asymmetric hydrogenation of a dehydro amino acid methyl ester. Ligands 6 a–m were also successfully applied in the RhI-catalyzed enantioselective [4+2] cycloaddition of α,β-unsaturated imines with isocyanates, which afforded the corresponding pyrimidinones in good yields (60–92 %) with high enantioselectivities (75–92 % ee).
Propane phosphonic acid anhydride: A mild reagent for β-lactam synthesis
Crichfield,Hart,Lampert,Vaid
, p. 3737 - 3744 (2007/10/03)
The use of propane phosphonic acid anhydride (T3P()) as an acid activating reagent was demonstrated in the syntheses of cis β-lactams from the reactions of a glycine Dane salt and various imines.
