164532-58-5

Upstream product

• 6346-09-4 4-aminobutyrylaldehyde diethylacetal 
• 98-59-9 p-toluenesulfonyl chloride 
• 41365-75-7 aminopropane diethyl acetal 

Downstream Products

• 164532-59-6 N-but-2-enyl-4-methyl-N-(3-oxo-propyl)-benzenesulfonamide 
• 940279-24-3 2-{[(3,3-diethoxypropyl)-(toluene-4-sulfonyl)-amino]-methyl}-acrylic acid ethyl ester 
• 1182719-51-2 N-(3,3-diethoxypropyl)-N-(naphthalen-2-ylmethyl)-para-toluenesulfonamide 
• 1182719-43-2 N-(3,3-diethoxy-propyl)-N-(3-methoxy-benzyl)-4-methyl-benzenesulfonamide 
• 1385877-85-9 (3R,5R)-5-phenyl-1-tosylpyrrolidine-3-carbaldehyde 
• 1385877-86-0 (3R,5S)-5-phenyl-1-tosylpyrrolidine-3-carbaldehyde 
• 718633-51-3 N-1-(3-oxopropyl)-4-methyl-1-benzenesulfonamide 

Relevant academic research and scientific papers

Phosphine-Catalyzed (4 + 2) Annulation of δ-Sulfonamido-Substituted Enones with 1,1-Dicyanoalkenes: Synthesis of Piperidine Derivatives

The δ-sulfonamido-substituted enones were employed as phosphine acceptor in phosphine-catalyzed (4 + 2) annulation of 1,1-dicyanoalkenes. They served as a four-membered synthon to react with 1,1-dicyanoalkenes under mild reaction conditions, producing pip

Chemo- And diastereoselective synthesis of pyrrolidines from aroylformates and δ-tosylamino enones via P(NMe2)3-mediated reductive amination/base-catalyzed michael addition cascade

A novel P(NMe2)3-mediated tandem (1 + 4) annulation between aroylformates and δ-tosylamino enones has been developed that affords a facile synthesis of functionalized pyrrolidines in moderate to excellent yields with exclusive chemoselectivity and high diastereoselectivity. Mechanistic investigation reveals that the reaction proceeds through an unprecedented P(NMe2)3-mediated reductive amination/base-catalyzed Michael addition cascade. The reaction herein also represents the first study of the reactivity patterns of the Kukhtin-Ramirez adducts toward ambiphilic nucleophile-electrophiles.

Squaramide-catalysed asymmetric cascade aza-Michael/Michael addition reaction for the synthesis of chiral trisubstituted pyrrolidines

A bifunctional squaramide catalysed aza-Michael/Michael cascade reaction between nitroalkenes and tosylaminomethyl enones or enoates has been developed. This organocatalytic cascade reaction provides easy access to highly functionalized chiral pyrrolidines with a broad substrate scope, giving the desired products in good yields (up to 99%) with good diastereoselectivities (up to 91 : 9 dr) and excellent enantioselectivities (up to >99% ee) under mild conditions. This protocol provides a straightforward entry to highly functionalized chiral trisubstituted pyrrolidine derivatives from simple starting materials.

Enantioselective organo-SOMO cycloadditions: A catalytic approach to complex pyrrolidines from olefins and aldehydes

A new method to rapidly generate pyrrolidines via a SOMO-activated enantioselective (3 + 2) coupling of aldehydes and conjugated olefins has been accomplished. A radical-polar crossover mechanism is proposed wherein olefin addition to a transient enamine

Ti(III)-mediated radical cyclization of β-aminoacrylate containing epoxy alcohol moieties: synthesis of highly substituted azacycles

Ti(III)-mediated radical cyclization of β-aminoacrylate containing 2,3-epoxy alcohol moieties led to the formation of highly substituted piperidine and pyrrolidine rings. The pyrrolidine ring system was then transformed into an indolizidine framework pres

Catalytic asymmetric arylative cyclization of alkynals: Phosphine-free rhodium/diene complexes as efficient catalysts

Catalytic arylative cyclization of alkynals has been developed by the use of phosphine-free rhodium/diene complexes as catalysts. An asymmetric variant of this process has been successfully realized by employing a C2-symmetric chiral bicyclo[2.

Domino reactions - New concepts in the synthesis of indole alkaloids and other polycyclic indole derivatives

2-Vinylindoles, which are easily accessible via a domino process, are useful synthons for a variety of applications. Subsequent Diels-Alder reactions yield tetrahydrocarbazoles which can be dehydrated to carbazoles such as derivatives of olivacine or elipticine. Cycloadditions with enamine intermediates lead to the synthesis of epidasycarpidone.