596806-02-9

Upstream product

• 54125-02-9 danishefsky's diene 
• 823-76-7 Cyclohexyl methyl ketone 
• 59414-23-2 1-methoxy-3-<(trimethylsilyl)oxy>01,3-butadiene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 194233-66-4 (1E)-3-{[tert-butyl(dimethyl)silyl]oxy}-N,N-dimethyl-1,3-butadien-1-amine 

Relevant academic research and scientific papers

Chiral Chromium Salen@rGO as Multipurpose and Recyclable Heterogeneous Catalyst

The first immobilization of a pyrene-tagged chromium salen complex through π-π noncovalent interactions on reduced graphene oxide (rGO) is described. A very robust supported catalytic system is obtained to promote asymmetric catalysis in repeated cycles, without loss of activity or enantioselectivity. This specific behavior was demonstrated in two different catalytic reactions (up to ten reuses) promoted by chromium salen complexes, the cyclohexene oxide ring-opening reaction and the hetero-Diels-Alder cycloaddition between various aldehydes and Danishefsky's diene. Furthermore, the chiral chromium salen@rGO has been found to be compatible with a multi-substrate type use, in which the structure of the substrate involved is modified each time the catalyst is reused.

Catalytic asymmetric oxo-Diels-Alder reactions with chiral atropisomeric biphenyl diols

New chiral atropisomeric biphenyl diols 3, 4 and 6 containing additional peripheral chiral centers with different steric bulkiness and/or electronic properties were synthesized. The X-ray crystal structure of 3 shows the formation of a supramolecular stru

Enantiopure (P)- and (M)-3,14-bis(o-hydroxyaryl)tetrahydrobenzo[5]helicenediols and their helicene analogues: Synthesis, amplified circularly polarized luminescence and catalytic activity in asymmetric hetero-Diels–Alder reactions

Three pairs of enantiopure (P)- and (M)-3,14-bis(o-hydroxyaryl)tetrahydrobenzo[5]helicenediols (ArOH-H[5]HOLs), and enantiomers (P)- and (M)-3,14-bis(o-hydroxyphenyl)benzo[5]helicene-diols (PhOH-[5]HOLs) were designed and synthesized. It was found that co

C3-Symmetric Boron Lewis Acid with a Cage-Shape for Chiral Molecular Recognition and Asymmetric Catalysis

Chiral Lewis acids play an important role in the precise construction of various types of chiral molecules. Here, a cage-shaped borate 2 was designed and synthesized as a chiral Lewis acid that possesses a unique C3-symmetric structure composed of three homochiral binaphthyl moieties. The highly symmetrical structure of 2 with homochirality was clearly elucidated by X-ray crystallographic analysis. The peculiar chiral environment of 2?THF exhibited chiral recognition of some simple amines and a sulfoxide. Moreover, the application of 2?THF to hetero-Diels–Alder reactions as a chiral Lewis-acid catalyst afforded the enantioselective products, which were obtained through an entropy-controlled pathway according to the analysis of the relationship between optical yield and reaction temperature. In particular, the robust chiral reaction field of 2?THF allowed the first example of an asymmetric hetero-Diels–Alder reaction with a simple diene despite the requirement of high temperature.

Highly asymmetric hetero-Diels-Alder reaction using helical silica-supported Mn(III)-salen catalysts

Helical silica were prepared and functionalized by Mn(III)-salen complexes in order to catalyze asymmetric hetero-Diels-Alder reactions. Characterizations revealed doping of sodium lactate facilitated porosity, hydrolysis resistance and chiral configurati

Electropolymerization of chiral chromium-salen complexes: New materials for heterogeneous asymmetric catalysis

Electrochemical oxidation is described as a very efficient polymerization procedure for the heterogenization of metallic chiral catalysts. From chromium chiral complexes based on salen-thiophene ligands, this methodology provided an efficient access to various polymers. Recovered as insoluble powders, these materials were tested in different enantioselective heterogeneous catalytic reactions. Structural modifications were introduced on the salen core in order to evaluate their influence on redox polymer properties and on the enantioselectivity of the catalysis. Electrochemical experiments showed the particular stability of these deposited materials at the electrode surface and SEM analyses suggested the influence of the electropolymerization conditions on their morphology.

cis-2,5-diaminobicyclo[2.2.2]octane, a new scaffold for asymmetric catalysis via salen-metal complexes

Chemical equations presented. A new C2 symmetric salen scaffold based on cis-2,5-diaminobicyclo[2.2.2]octane has been synthesized that forms complexes with a wide range of metals. The chromium(III) complex is shown to catalyze the hetero-Diels-

Oxo-Diels-Alder reaction of danishefskys diene with aldehydes, catalyzed by chiral tridentate chromium(III)-Schiff base complexes

The enantioselective hetero-Diels-Alder reaction of Danishefskys diene with simple aromatic and aliphatic aldehydes is catalyzed by chiral tridentate Schiff base-chromium(III) complexes. In many cases, 2,3-dihydropyran-4-ones are obtained in good yields (

Chromium-thiophene-salen-based polymers for heterogeneous asymmetric hetero-Diels-Alder reactions

New chiral thiophene-salen ligands have been synthesized and the corresponding chromium complexes proved to be efficient catalysts for promoting asymmetric hetero-Diels-Alder reactions with good activities and high enantio-selectivities (up to 88% ee). Th

Asymmetric hetero Diels-Alder reaction catalyzed by chromium complexes of heterogeneously hybridized salen/salan ligands

Various heterogeneously or homogeneously hybridized salen/salan ligands were synthesized, and study of hetero Diels-Alder reactions using their chromium complexes as catalysts revealed that a well-designed heterogeneously hybridized ligand serves as a chi