450368-91-9

Upstream product

• 98-86-2 acetophenone 
• 343338-28-3 (S)-2-methylpropane-2-sulfinamide 
• 842121-02-2 C₁₂H₁₇NOS 
• 729559-17-5 (E)-(±)-N-α-methyl(phenylmethylidene)-tert-butanesulfinamide 

Downstream Products

• 3886-69-9 (R)-1-phenyl-ethyl-amine 

Relevant academic research and scientific papers

Pd-Catalyzed Asymmetric Allylic Substitution Annulation Using Enolizable Ketimines as Nucleophiles: An Alternative Approach to Chiral Tetrahydroindoles

A synthesis of chiral tetrahydroindoles has been developed via a Pd-catalyzed asymmetric allylic substitution annulation using unstable enolizable ketimines as nucleophiles and our previously developed tBu-RuPHOX as a chiral ligand. The reaction proceeds via an asymmetric desymmetrization of the meso-diacetatecycloalkenes, providing the desired chiral tetrahydroindoles in moderate to good yields and with up to 96% ee. The annulation reaction could be performed on a gram-scale in high yields and the resulting products can be transformed to several types of N-hetereobicyclic derivatives. In addition, a chiral cis-perhydroindolic acid derivative was also readily synthesized starting from a prepared chiral tetrahydroindole. (Figure presented.).

Methyltrioxorhenium/urea hydrogen peroxide catalyzed oxidation of N-sulfinyl imines: A mild and highly efficient access to N-sulfonyl aldimines, ketimines and α-ketiminoesters

A mild and highly efficient access to N-sulfonyl imines through the oxidation of corresponding N-tert-butylsulfinyl imines and N-p-tosyl-sulfinyl imines with UHP in the presence of catalytic amount MTO was developed. Under mild reaction conditions, this h

Nickel-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Imines

An efficient nickel-catalyzed asymmetric hydrogenation of N-tBu-sulfonyl imines was developed with excellent yields and enantioselectivities using (R,R)-QuinoxP* as a chiral ligand. The use of a much lower catalyst loading (0.0095 mol %, S/C=10500) represents the highest catalytic activity for the Ni-catalyzed asymmetric hydrogenations reported so far. Mechanistic studies suggest that a coordination equilibrium exists between the nickel salt and its complex, and that excess nickel salt promotes the formation of the active Ni-complex, and therefore improved the efficiency of the hydrogenation. The catalytic cycle was also investigated by calculations to determine the origin of the enantioselectivity. An extensive network of numerous weak attractive interactions was found to exist between the catalyst and substrate in the transition state and may also contribute to the high catalytic activity.

Highly enantioselective Rh-catalyzed transfer hydrogenation of N-sulfonyl ketimines

Several imine species comprising N-sulfinyl and N-sulfonyl ketimine, oxime, and enamine derivatives were subjected to asymmetric transfer hydrogenation in an azeotropic mixture of formic acid/triethylamine. Among them, the Rh-catalyzed transfer hydrogenat

A new general method for the preparation of N-sulfonyloxaziridines

(Chemical Equation Presented) A simple procedure to obtain N-alkylsulfonyl- and N-arylsulfonyloxaziridines from the corresponding N-sulfinylimines involving a one-pot, two-step oxidation process with m-CPBA (1 equiv) and m-CPBA/KOH (1.1 equiv) is reported

A general method for the preparation of N-sulfonyl aldimines and ketimines

(Chemical Equation Presented) A simple procedure to obtain N-sulfonyl imines involving the condensation of carbonyl compounds with p-tolyl or tert-butyl sulfinamides followed by oxidation with m-CPBA of the resulting N-sulfinylimines is reported. The meth