790661-79-9

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 

Downstream Products

• 790661-80-2 (S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(1-ethoxy-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-pyrrole 
• 853356-44-2 (S)-(-)-5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester 
• 790661-81-3 (S)-1-[5-(hydroxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-but-2-en-1-one 
• 853356-47-5 (S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester 
• 853356-50-0 (S)-1-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-4-methylpent-2-en-1-one 

Relevant academic research and scientific papers

Remote stereocontrol in the Nazarov reaction: A new approach to the core of roseophilin

Three different procedures are compared to obtain properly substituted divinyl ketones in which one of the double bonds is embedded in a five-membered heterocyclic structure and therefore suitable to produce cyclopenta-fused pyrrole derivatives by the acid-catalyzed Nazarov reaction. These, on treatment with TFA, afforded 2,4-cis-disubstituted 2,3,4,5-tetrahydro-1H-cyclopenta[e] pyrrol-6-ones with high stereo-control. One of these Nazarov products was oxidized to the corresponding 4,5-dihydro-1H-cyclopenta[e]pyrrol-6-one derivative, thus obtaining an enantiopure key intermediate in the total synthesis of roseophilin.

New synthetic approach to cyclopenta-fused heterocycles based upon a mild nazarov reaction. 2. Further studies on the torquoselectivity

Conjugated alkoxytrienes in which one of the double bonds is embedded in a heterocyclic moiety are obtained by the Pd-catalyzed coupling reaction of lactam- and lactone-derived vinyl triflates with α-alkoxydienylboronates. These compounds undergo a 4π ele