1256245-86-9

Usage

Uses

Used in Pharmaceutical Industry:
3-[[3,5-bis(trifluoroMethyl)phenyl]aMino]-4-[(8α,9S)-cinchonan-9-ylaMino]-3-Cyclobutene-1,2-dione is used as a chiral building block for the synthesis of pharmaceutical compounds due to its unique structure and potential for asymmetric catalysis.
Used in Chemical Research:
3-[[3,5-bis(trifluoroMethyl)phenyl]aMino]-4-[(8α,9S)-cinchonan-9-ylaMino]-3-Cyclobutene-1,2-dione is utilized as a research tool in the field of chemistry to explore its reactivity, properties, and potential applications in enantioselective synthesis and catalysis.
Used in Material Science:
3-[[3,5-bis(trifluoroMethyl)phenyl]aMino]-4-[(8α,9S)-cinchonan-9-ylaMino]-3-Cyclobutene-1,2-dione is employed in the development of new materials, taking advantage of its fluorinated and chiral features to create novel substances with specific properties for various applications.

Upstream product

• 1223105-85-8 3-(3,5-ditrifluoromethylphenylamino)-4-methoxybutane-3-en-1,2-dione 
• 850409-61-9 (S)-quinolin-4-yl((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine 
• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 

Relevant academic research and scientific papers

Catalytic asymmetric cycloetherification via intramolecular oxy-Michael addition of enols

Carbonyl compounds employed as carbon nucleophiles have played a dominant role in synthetic organic chemistry; however, there is very limited use of these compounds as oxygen nucleophiles. In particular, there are only a few reports on the oxy-Michael addition of the enol forms of carbonyl nucleophiles. In this study, we present the asymmetric cycloetherification of enols, which are generated in situ from enone-bearing ketones, using chiral bifunctional organocatalysts bearing amino and squaramide groups. This transformation chemo- and enantioselectively afforded dihydropyran derivatives, which are the core structures of building blocks for synthesizing glycans.

Enantioselective Synthesis of Cyclohexenol Derivatives from ?-Aryl-Substituted Enals via an Organocatalyzed Three-Component Reaction

A three-component reaction between ?-aryl-substituted α,β-unsaturated aldehydes and nitroalkenes was realized by using cinchona alkaloid-derived (thio)ureas and squaramides via the dienolate intermediates. This unprecedented 1,3- A nd 1,5-reactivity of dienolates of the ?-aryl-α,β-unsaturated aldehydes led to the formation of cyclohexenol derivatives with four contiguous stereogenic centers and a chiral substituent at C2 with good diastereoselectivities and high ee values. Such reactivities of the dienolates are totally different from those of the corresponding dienamine intermediates.

Highly enantioselective michael addition of nitroalkanes to chalcones using chiral squaramides as hydrogen bonding organocatalysts

A series of squaramide-based organocatalysts were facilely synthesized and applied as hydrogen bonding organocatalysts in the enantioselective Michael addition of nitroalkanes to chalcones. These organocatalysts promoted the Michael addition with low cata