41804-43-7

Upstream product

• 37167-62-7 bromo-phenyl-acetic acid methyl ester 
• 75-64-9 tert-butylamine 
• 67-56-1 methanol 
• 55341-86-1 2-bromo-N-(tert-butyl)-2-phenylacetamide 
• 22979-35-7 Methyl phenyldiazoacetate 

Downstream Products

• 18366-82-0 3-tert-butyl-4r-phenyl-[1,2,3]oxathiazolidine 2t-oxide 
• 18366-82-0 3-tert-butyl-4r-phenyl-[1,2,3]oxathiazolidine 2c-oxide 
• 129157-03-5 L-menthyl (R)-2-t-butylamino-2-phenylethanoate 
• 129157-05-7 (R)-2-t-butylamino-1-methoxy-2-phenylethane 
• 129157-04-6 (R)-2-t-butylamino-2-phenylethanol 
• 129157-01-3 tert-Butylamino-phenyl-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 18366-41-1 2-(tert-butylamino)-2-phenylethanol 

Relevant academic research and scientific papers

cis-β-Ruthenium Complexes with Sterically Bulky Salen Ligands: Enantioselective Intermolecular Carbene Insertion into Si-H Bonds and X-ray Crystal Structure of cis-β-[RuII(salen)(CO)(CPh2)] Complex

The synthesis, spectroscopy, crystal structure, and electrochemical behavior of cis-β-RuII(CO)2, cis-β-RuII(CO)(H2O), and cis-β-RuII(CO)(carbene) complexes supported by sterically bulky salen ligands are described, along with the catalytic activity of chi

Insertion of carbenoids into X-H bonds catalyzed by the cyclobutadiene rhodium complexes

The cyclobutadiene rhodium complex [(C4Et4)RhCl]2 (generated from [(C4Et4)Rh(p-xylene)]PF6 and BnNEt3Cl) catalyzes the reaction of methyl α-diazophenylacetate with RnX

Elevated catalytic activity of ruthenium(II)-porphyrin-catalyzed carbene/nitrene transfer and insertion reactions with n-heterocyclic carbene ligands

Bis(NHC)ruthenium(II)-porphyrin complexes were designed, synthesized, and characterized. Owing to the strong donor strength of axial NHC ligands in stabilizing the trans Mi￡CRR′/Mi￡NR moiety, these complexes showed unprecedently high catalytic activity towards alkene cyclopropanation, carbene C-H, N-H, S-H, and O-H insertion, alkene aziridination, and nitrene C-H insertion with turnover frequencies up to 1950 min-1. The use of chiral [Ru(D4-Por)(BIMe)2] (1 g) as a catalyst led to highly enantioselective carbene/nitrene transfer and insertion reactions with up to 98 % ee. Carbene modification of the N terminus of peptides at 37 °C was possible. DFT calculations revealed that the trans axial NHC ligand facilitates the decomposition of diazo compounds by stabilizing the metal-carbene reaction intermediate.

Iridium porphyrin catalyzed N-H insertion reactions: Scope and mechanism

Ir(TTP)CH3 catalyzed N-H insertion reactions between ethyl diazoacetate (EDA) or methyl phenyldiazoacetate (MPDA) and a variety of aryl, aliphatic, primary, and secondary amines to generate substituted glycine esters with modest to high yields. Aniline substrates generally gave yields above 80%, with up to 105 catalyst turnovers, and without slow addition of the diazo reagent. Good yields were also achieved with aliphatic amines, though higher catalyst loadings and slow addition of the amine were necessary in some cases. Primary amines reacted with EDA to generate both single- and double-insertion products, either of which could be produced selectively in high yield with the proper choice of stoichiometric ratios and reaction temperature. Notably, mixed trisubstituted amines, RN(CH2CO2Et) (CHPhCO2Me), were generated from the insertion of 1 equiv of EDA and 1 equiv of MPDA into primary amines. The N-H insertion mechanism was examined using substrate competition studies, trapping experiments, and multiple spectroscopic techniques. Substrate competition studies using pairs of amines with EDA or MPDA revealed Hammett correlations with respective slopes of ρ = 0.15 and ρ+ = -0.56 as well as kinetic isotope ratios of k H/kD = 1.0 ± 0.2 and 2.7 ± 0.2. Competitive amine binding to the iridium center was demonstrated by kinetics and equilibrium binding studies. Equilibrium binding constants ranged from 102 to 105. Monitoring the reaction by absorption spectroscopy revealed a transient metalloporphyrin complex. The lifetime of this species was dependent on the nature of the amine substrate, which suggests that the catalytic cycle proceeds through a metal-ylide intermediate.

ENANTIOSELECTIVE SYNTHESIS OF β-HYDROXY-α-METHYL CARBONYL COMPOUNDS BY ALDOL REACTION

The enantioselective aldol reactions of ketone lithium enolates with aldehydes mediated chiral lithium amides were extensively investigated.The chiral amino ethers 4a-4l and diamines 16a,b were prepared from α-amino acids.The reaction conditions and the s