122695-54-9

Upstream product

• 122695-48-1 [(S)-1-(2-Methanesulfonyloxy-ethyl)-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester 
• 122695-50-5 methyl 2(RS)-1-(1-(2-hydroxyethyl)-5-oxo-2(S)-pyrrolidinyl)(phenylthio)acetate 
• 18190-44-8 1-(2-Hydroxy-ethyl)-pyrrolidine-2,5-dione 
• 28833-81-0 2-(2,5-dioxopyrrolidin-1-yl)ethyl acetate 
• 103-04-8 (phenylthio)acetic acid 
• 132288-53-0 1-(2-acetoxyethyl)-5-ethoxy-2-pyrrolidinone 
• 122695-46-9 1-(2-acetoxyethyl)-5-acetoxy-2-pyrrolidinone 
• 122695-49-2 3-(2-(1-(2-acetoxyethyl)-5-oxo-2-pyrrolidinyl)(phenylthio)acetyl)-4(R)-isopropyl-1,3-thiazolidine-2-thione 
• 122695-47-0 3-((phenylthio)acetyl)-4(R)-isopropyl-1,3-thiazolidine-2-thione 

Downstream Products

• 116071-96-6 (7R,7aS)-7-Benzenesulfinyl-7-hydroxymethyl-hexahydro-pyrrolizin-3-one 
• 132341-51-6 (4R,5S)-1-aza-4-phenylthio-4-(hydroxymethyl)bicyclo<3.3.0>octan-8-one 
• 551-59-7 (-)-supinidine 
• 132288-57-4 (4R,5S)-1-aza-4-phenylthio-4-(methoxycarbonyl)bicyclo<3.3.0>octan-8-one 

Relevant academic research and scientific papers

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).