106540-96-9

Upstream product

• 57584-86-8 N,N-diethylbenzeneselenamide 
• 106540-94-7 (1S,7RS,7aR)-1-acetoxy-7-formylhexahydro-3H-pyrrolizin-3-one 
• 106540-94-7 2-formyl-5-aza-8(S)-acetoxybicyclo<3.3.0>octan-6-one 
• 122171-95-3 2-ethylene-5-aza-8(S)-acetoxybicyclo<3.3.0>octan-6-one 
• 122188-65-2 N-<5-(tri-n-butylstannyl)pent-3-enyl>-2-hydroxy-3(S)-acetoxy-5-pyrrolidinone 
• 106540-90-3 (Z)-(1S,7aR)-1-acetoxyhexahydro-7-trimethylsilylmethylene-3H-pirrolizin-3-one 
• 106622-61-1 (E)-(1S,7aR)-1-acetoxyhexahydro-7-trimethylsilylmethylene-3H-pyrrolizin-3-one 
• 106540-95-8 Acetic acid (1bS,2S)-4-oxo-1a-trimethylsilanylmethyl-hexahydro-1-oxa-4a-aza-cyclopropa[a]pentalen-2-yl ester 

Downstream Products

• 106540-97-0 (1S,7RS,7aS)-1-acetoxy-7-acetoxymethylhexahydro-7-phenylseleno-3H-pyrrolizin-3-one 
• 520-63-8 (+)-heliotridine 

Relevant academic research and scientific papers

Intramolecular Allylstannane Cyclizations in Alkaloid Synthesis: Applications to Pyrrolizidine Alkaloids

Syntheses of (+/-)-isoretronecanol, (+/-)-supinidine, (-)-dihydroxyheliotridane, and (+)-heliotridine are detailed.The key step in each case involves an intramolecular acyliminium ion cyclization onto a suitably positioned allylstannane for construction o

FREE RADICAL CYCLIZATIONS IN ALKALOID SYNTHESIS: (+)-HELIOTRIDINE AND (+)-HASTANECINE

Treatment of phenylthiolactams 5a-5f with tri-n-butyltin hydride and AIBN affords mixtures of reduction and cyclization products.Cyclization products partition between indolizidinones and pyrrolizidinones depending on the terminal alkyne substituent.When