105897-66-3

Upstream product

• 105917-29-1 1-(tert-Butyl-dimethyl-silanyl)-5-ethoxy-3-phenylsulfanyl-3-(5-trimethylsilanyl-pent-3-ynyl)-pyrrolidin-2-one 
• 105897-62-9 1-(tert-butyldimethylsilyl)-5-ethoxy-3-(phenylthio)-2-pyrrolidone 
• 105897-65-2 1-(phenylthio)-4-vinylidene-6-azabicyclo<3.2.1>octan-7-one 

Downstream Products

• 59556-15-9 5-(tert-butoxycarbonylamino)-1,3-cyclohexadienecarboxylic acid 
• 105897-68-5 1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one 
• 108634-71-5 6-(tert-butoxycarbonyl)-1-(phenylthio)-6-azabicyclo<3.2.1>-3-octen-7-one 
• 105897-69-6 6-(tert-butoxycarbonyl)-1-(phenylsulfinyl)-6-azabicyclo<3.2.1>-3-octen-7-one 
• 105897-67-4 C₂₀H₂₁N₃O₃S₂ 

Relevant academic research and scientific papers

A novel synthetic route to 6-azabicyclooct-3-enes via silicon directed N-acyliminium chemistry. Synthesis of (+/-)-gabaculine

Alkylation of the lithium enolate, derived from 5-ethoxy-2-pyrrolidone 1 (Scheme 1), using alkyl halides containing either the vinylsilane or 2-propynylsilane moiety, provides substrates 3 for cyclization studies passing through N-acyliminium intermediate

REGIOSELECTIVE SYNTHESIS OF (+/-)-GABACULINE

(+/-)-Gabaculine has been synthesized via an intramolecular reaction of an N-acyliminium intermediate with a propargyl silane, followed by allene ozonolysis and a Shapiro reaction.