495-95-4

Upstream product

• 94839-34-6 (E)-1-Methyl-5-<(ethoxycarbonyl)methylidene>-2-pyrrolidinone 
• 29311-53-3 (E)-3-hexene-1,6-dioic acid 
• 74-89-5 methylamine 
• 120-29-6 3-tropanol 
• 18715-38-3 trans-1,4-dicyano-2-butene 
• 60307-25-7 (1-methyl-5-oxo-pyrrolidin-2-yl)-acetic acid 
• 481-38-9 (+)-pseudoecgonine 
• 481-37-8 ecgonine 
• 122695-45-8 3-(2-(1-methyl-5-oxo-2-pyrrolidinyl)(benzylthio)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione 
• 122695-44-7 3-(2-(1-methyl-5-oxo-2-pyrrolidinyl)(cyclohexylthio)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione 
• 122695-43-6 3-(2-(1-methyl-5-oxo-2-pyrrolidinyl)(phenylthio)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione 
• 122695-53-8 1-methyl-5-oxopyrrolidin-2-yl acetate 
• 33545-50-5 1-methyl-5-ethoxy-2-pyrrolidinone 
• 122695-56-1 ethyl (R)-1-methyl-5-oxo-2-pyrrolidineacetate 

Downstream Products

• 61949-12-0 L-ecgoninic acid 
• 1121-07-9 N-methylsuccinimide 

Relevant academic research and scientific papers

Construction of Functionalized Azapolycyclic Architectures via Formal Amide Insertion at a Low Catalyst Loading of Copper Trifluoroacetylacetonate

A formal amide insertion reaction for the synthesis of nitrogen-bridged polycyclic frameworks with diverse functionalities was developed using a sustainable copper catalyst as an advantageous alternative to precious rhodium catalysts. The remarkable feature of this methodology is the amount of catalyst loading (0.05 mol%). The optimized reaction conditions enable access to aromatic ring-fused 8-azabicyclo[3.2.1]octane, 9-azabicyclo[3.3.1]nonane, and 6-azabicyclo[3.2.2]nonane derivatives in moderate to excellent yields. (Figure presented.).

DIASTEREOSELECTIVE ALKYLATION OF CHIRAL TIN(II) ENOLATES ONTO CYCLIC ACYL IMINIUM IONS. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

The scope and mechanism of the asymmetric alkylation of chiral tin(II) enolate 10 with cyclic acyl iminium ion 5 were investigated.An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.

NEW CHIRAL RECOGNITION OF CHIRAL TIN(II) ENOLATES TOWARD CYCLIC ACYL IMINIUM SPECIES. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto cyclic acyl imines 3.This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).