1050549-76-2

Upstream product

• 87630-35-1 N-triisopropylsilylpyrrole 
• 182316-01-4 (5R)-5,6-dihydro-5-phenyl-2H-1,4-oxazin-2-one-N-oxide 
• 109-97-7 pyrrole 

Downstream Products

• 1050549-74-0 (R)-[N-hydroxy-((R)-2-hydroxy-1-phenylethyl)-amino]-(1H-pyrrol-2-yl)acetic acid methyl ester 
• 1638147-94-0 C₁₄H₁₄N₂O₃ 

Relevant academic research and scientific papers

Concise preparation of optically active heteroaryl α-(hydroxyamino) esters

A practical sequence for the synthesis of optically active heteroaryl α-(hydroxyamino) esters was explored. The highly diastereoselective addition of heteroaromatics to a cyclic chiral nitrone allowed access to a series of heteroaryl hydroxylamines. The scope of this reaction was evaluated on substrates possessing a pyrrole, an indole, or a furan core. The three-step sequence afforded the α-(hydroxyamino) esters in good overall yields (36-62-%) with good enantiomeric excess values (76 to ≥98-%). The highly diastereoselective addition of heteroaromatics to a cyclic chiral nitrone allows access to a series of heteroaryl hydroxylamines. The scope of this reaction is presented on substrates possessing a pyrrole, an indole, or a furan core. The three-step sequence affords α-(hydroxyamino) esters in good overall yields (36-62-%) with good enantiomeric excess values (76 to ≥98-%). Copyright

Efficient stereoselective nucleophilic addition of pyrroles to chiral nitrones

Regioselective additions of pyrroles to a variety of optically active nitrones under smooth acidic conditions lead to chiral pyrrolic N-hydroxylamines in good to excellent yields. Depending on the position of the chirality on the nitrone partner, the addi