1383003-35-7

Upstream product

• 100-39-0 benzyl bromide 
• 69994-31-6 2-methyl-2-phenemethylcyclopentane-1,3-dione 
• 765-69-5 2-Methylcyclopentane-1,3-dione 

Downstream Products

• 1383003-53-9 (2R,4S)-2-benzyl-4-ethyl-2-methylcyclopentane-1,3-dione 

Relevant academic research and scientific papers

Silver(I)-Ferrophox Catalyzed Enantioselective Desymmetrization of Cyclopentenedione: Synthesis of Highly Substituted Bicyclic Pyrrolidines

A highly enantioselective desymmetrization of prochiral cyclopentene-1,3-dione via [3 + 2] cycloaddition of azomethine ylide using a silver(I)-ferrophox complex has been demonstrated. The method has been utilized in the synthesis of highly functionalized enantioenriched 5,5-fused bicyclic pyrrolidine derivatives under mild reaction conditions.

Synthesis of new spiro pyrrole/pyrrolizine/thiazole derivatives via (3+2) cycloaddition reactions

A new series of spiro pyrrole/pyrrolizine/thiazole compounds have been synthesized using (3+2) dipolar cycloaddition via three-component condensation reactions of ninhydrin and α-amino acids with different dipolarophiles such as maleimide, malic anhydride

Desymmetrization of Cyclopentenediones via Organocatalytic Cross-Dehydrogenative Coupling

An enantioselective synthesis of cyclopentenediones bearing a pyrazole unit has been achieved through an organocatalytic Michael addition/oxidation process. This desymmetrization reaction led to the desired pyrazole-cyclopentenediones with high yield and

Access to All-Carbon Spirocycles through a Carbene and Thiourea Cocatalytic Desymmetrization Cascade Reaction

A new catalytic approach for rapid asymmetric access to spirocycles is disclosed. The reaction involves a carbene- and thiourea-cocatalyzed desymmetrization process with the simultaneous installation of a spirocyclic core. The use of a thiourea cocatalyst

Chiral Phosphoric Acid Catalyzed Desymmetrization of Cyclopentendiones via Friedel–Crafts Conjugate Addition of Indolizines

An organocatalytic highly diastero- and enantioselective Friedel–Crafts conjugate addition of indolizines to prochiral cyclopentenediones has been successfully developed. This desymmetric transformation provides a direct access to the desired indolizine-substituted cyclopentanediones in yields of 62–91% and excellent stereoselectivities. The utility of the approach was demonstrated by diverse late-stage functionalizations through reduction or oxidation. Importantly, the direct sp2 C–H functionalization with nitromethane in one-pot process resulted in the indolizine-linked axially chiral styrene bearing a remote chiral center.

Desymmetrization of meso-bisphosphates via rhodium catalyzed asymmetric allylic arylation

The desymmetrization of meso-compounds allows for the unmasking of previously installed stereogenic centers, and quaternary centers are of special interest as they are frequently challenging to form with control in synthesis. Here, we report the desymmetr

Silver-Catalyzed Asymmetric Desymmetrization of Cyclopentenediones via [3 + 2] Cycloaddition with α-Substituted Isocyanoacetates

A highly selective and practical asymmetric Ag(I) catalyst system has been developed for the [3 + 2] cycloaddition reactions between isocyanoacetates and cyclopentenediones. The current Ag(I) catalyst system tolerates moisture and air and readily utilizes class III solvents such as EtOAc and acetone. The development of on demand generation of an active chiral catalyst in the presence of isocyanides paves a way to the efficient asymmetric preparation of bicyclic pyrrolidines with four stereogenic centers, including two quaternary centers in 80-97% ee.

Auto-Tandem Catalysis: PdII-Catalysed Dehydrogenation/Oxidative Heck Reaction of Cyclopentane-1,3-diones

A PdII catalyst system has been used to successfully catalyse two mechanistically distinct reactions in a one-pot procedure: dehydrogenation of 2,2-disubstituted cyclopentane-1,3-diones and the subsequent oxidative Heck coupling. This auto-tand

Oxidative Heck desymmetrisation of 2,2-disubstituted cyclopentene-1,3-diones

Oxidative Heck couplings have been successfully developed for 2,2-disubstituted cyclopentene-1,3-diones. The direct coupling onto the 2,2-disubstituted cyclopentene-1,3-dione core provides a novel expedient way of enantioselectively desymmetrising all-carbon quaternary centres. This journal is

Copper(I)-catalyzed asymmetric desymmetrization: Synthesis of five-membered-ring compounds containing all-carbon quaternary stereocenters

A highly stereoselective catalytic alkylation sequence for the synthesis of highly functionalized and versatile five-membered-ring compounds bearing all-carbon quaternary stereocenters was developed. Enantioselective desymmetrization of achiral cyclopentene-1,3-diones was thus executed by chiral Cu-phosphoramidite catalysts. A variety of complicated cyclopentane derivatives can be synthesized with excellent stereoselectivities using a low catalyst loading in a one-pot operation.