405-91-4

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 455-14-1 4-trifluoromethylphenylamine 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 211860-73-0 tricarbonyl[(1-4-η)-1-(4-trifluoromethylphenyl)-4-phenyl-1-azabuta-1,3-diene]iron 
• 1152315-35-9 Zr(C₅H₅)2CHC₆H₅CHCHNC₆H₄CF₃ 
• 1277150-05-6 (R)-3-hexyl-4-phenyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydropyrimidin-2-one 

Relevant academic research and scientific papers

Synthesis of β-Phosphinolactams from Phosphenes and Imines

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

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).

Enantioselective rhodium-catalyzed [4 + 2] cycloaddition of α,β-unsaturated imines and isocyanates

A [4 + 2] cycloaddition of α,β-unsaturated imines and isocyanates catalyzed by a phosphoramidite-rhodium complex provides pyrimidinones in good yields and high enantioselectivities.