438588-60-4

Upstream product

• 85-44-9 phthalic anhydride 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 
• 22509-74-6 N-ethoxycarbonylphthalimide 

Downstream Products

• 1369529-83-8 2-{(1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl}isoindoline-1,3-dione 
• 1097635-77-2 (1R,2R)-trans-N,N-diallyl-N'-phthaloyl-1,2-diaminocyclohexane 
• 1418742-15-0 (1R,2R)-N,N-diethyl-N'-phthaloyl-1,2-diaminocyclohexane 
• 1155404-04-8 C₁₅H₁₄N₂O₂S 
• 1155404-05-9 C₁₆H₁₉N₃O₂S 
• 1023284-00-5 N-((1R,2R)-2-aminocyclohexyl)-1,1,1-trifluoromethanesulfonamide 
• 1258551-09-5 (S)-tert-butyl 2-((1R,2R)-2-(1,3-dioxoisoindolin-2-yl)cyclohexylcarbamoyl)pyrrolidine-1-carboxylate 
• 1067549-91-0 2-({[(1R,2R)-2-aminocyclohexyl]amino}methyl)-4,6-di-tert-butylphenol 
• 864536-04-9 2,4-di-tert-butyl-6-((E)-(((1R,2R)-2-((3,5-di-tert-butyl-2-hydroxybenzyl)(methyl)amino)cyclohexyl)imino)methyl)phenol 
• 885677-91-8 (1R,2R)-N¹-piperidinyl-1,2-diaminocyclohexane 

Relevant academic research and scientific papers

Isoselective ring-opening polymerization and asymmetric kinetic resolution polymerization of: Rac -lactide catalyzed by bifunctional iminophosphorane-thiourea/urea catalysts

A series of iminophosphorane-thiourea/urea bifunctional catalysts was synthesized and utilized for the isoselective ring-opening polymerization of rac-lactide. The ROPs were promoted efficiently, affording the polylactides with controlled molecular weight, narrow molecular weight distribution and well-defined end groups without undesired side reactions. The experiment data revealed that ROPs of rac-LA are a "controlled/living" process. The highest stereoselectivity (Pm) was up to 0.80 using rac-IPU-1 under mild reaction conditions. The mechanistic study indicated that stereoselective ROPs of rac-LA were mainly controlled by a chain-end control mechanism when using rac/(R,R)-IPTU-1/IPU-1 as catalysts. Additionally, the ee values of -11% at 0 °C and -17% at -40 °C were achieved at about 50% conversion using (S)-IPU-2 as a chiral catalyst. The selectivity factor (s = kL/kD) of 1.6 indicated that a clear kinetic resolution occurred and the enantiomorphic site control mechanism was involved.

Synthesis of Chiral Triazole-Based Halogen Bond Donors

The number of applications that use halogen bonding in the fields of self-assembly, supramolecular aggregation, and catalysis is growing. However, the accessibility of chiral halotriazoles shows that there is still a lot more to explore. The simple click-chemistry is applied for the straightforward synthesis of enantiomerically pure mono- and bidentate as well as multifunctional iodotriazole-based XB donors. The methodology is characterized by a wide variability due to easy access of chiral azides.

Salicylal group containing chiral antisymmetric aluminum complex as well as preparation method and application thereof

The invention discloses a salicylal group containing chiral antisymmetric aluminum complex as well as a preparation method and application thereof. The salicylal group containing chiral antisymmetricaluminum complex has a structural formula shown as a formula I, wherein R is selected from hydrogen, C1-C4 alkanes and halogens. A salicylal group containing chiral antisymmetric aluminum complex catalyst is prepared through reaction of a ligand and aluminium trimethide and is simple in preparation method, low in cost and high in yield of a product. The compound is special in structure and diversified in structure variations; as metal center aluminum is coordinated with divalent N,N,O,O of the ligand to be used as a catalyst of cyclical lactone ring-opening polymerization, the catalytic activity is high, the stereoselectivity is good, the reaction rate is rapid, the polymerization operation is simple, and an obtained polymerization product is narrow in molecular weight distribution, controllable in molecular weight and high in yield, can be widely used for cyclical lactone ring-opening polymerization and is a very ideal catalyst. The formula I is described in the description.

Unraveling and Manipulating the Stereospecific Retro-Aldol Reaction in the Organocatalytic Asymmetric Aldol Reaction of Isatin and Cyclohexanone

An l-pyroglutamic acid-derived bifunctional organocatalyst was designed and applied in an organocatalytic asymmetric direct aldol reaction between isatins and cyclohexanone, in which an erosion of enantiomeric excess of aldol adduct was unexpectedly observed. Through closely monitoring the reaction and performing extensive control experiments, it was determined that the erosion of ee was attributed to a rare stereospecific retro-aldol process. Moreover, effective manipulation of the retro-aldol process by tuning the use of starting materials was ultimately accomplished, leading to evidently upgraded enantioselectivity and functional group tolerance. This study demonstrates the impact of the hidden reaction pathway on the enantioselectivity in asymmetric transformation.

Enantioselective Synthesis of 4H-Pyrans Through Organocatalytic Asymmetric Formal [3+3] Cycloadditions of 2-(1-Alkynyl)-2-alken-1-ones with β-Keto Esters

4H-Pyran units are frequently present in molecules with significant biological and pharmaceutical activities. Herein, we present the first enantioselective formal [3+3] cycloaddition between 2-(1-alkynyl)-2-alken-1-ones and β-keto esters catalyzed by a cyclohexyldiamine-based thiourea-tertiary amine bifunctional catalyst. Under the mild and eco-friendly conditions, a wide range of polysubstituted 4H-pyrans were obtained in moderate yields with good enantioselectivities. (Figure presented.).

Effect of ligand N,N-substituents on the reactivity of chiral copper(II) salalen, salan, and salalan complexes toward asymmetric nitroaldol reactions

The synthesis and effect of ligand N,N-substituents on the reactivity of chiral copper(II) salalen, salan, and salalan complexes toward nitroaldol reactions of nitromethane with various aldehydes have been described. The salan complexes exhibit superior results compared to the salalen and salalan complexes; the nature of the N,N-substituents is crucial for the enantioselectivity of the target nitroaldol products.

Constructing a quantitative correlation between N-substituent sizes of chiral ligands and enantioselectivities in asymmetric addition reactions of diethylzinc with benzaldehyde

Using the asymmetric addition reaction of diethylzinc with benzylaldehyde as a model, we have demonstrated that excellent correlations exist between steric reference parameters (Charton and Sterimol values) for appropriate sets of substituents present on chiral 1,2-amino-phosphoramide ligands and the enantiomeric ratios of alcohol products produced in this process.

SUBSTITUTED PYRIMIDINES FOR THE TREATMENT OF CANCER

The present invention encompasses compounds of general formula (1) wherein B, R1 to R5, Rx, m and n are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and their use in such treatment.

A highly efficient large-scale asymmetric direct intermolecular aldol reaction employing L-prolinamide as a recoverable catalyst

A new, simple bifunctional, recoverable and reusable L-prolinamide organocatalyst that promotes aldol reactions while achieving a respectable level of enantioselectivity is reported. This organocatalyst is applicable to the reactions of a wide range of ar

Structural optimization of thiourea-based bifunctional organocatalysts for the highly enantioselective dynamic kinetic resolution of azlactones

This article describes the synthesis of a library of structurally diverse bifunctional organocatalysts bearing both a quasi-Lewis acidic (thio)urea moiety and a Bronsted basic tertiary amine group. Sequential modification of the modular catalyst structure and subsequent screening of the compounds in the alcoholytic dynamic kinetic resolution (DKR) of azlactones revealed valuable structure-activity relationships. In particular, a "hit-structure" was identified which provides e.g. N-benzoyl-tert-leucine allyl ester in an excellent enantiomeric excess of 95%. The Royal Society of Chemistry 2006.