868528-90-9

Upstream product

• 179321-49-4 N-(tert-butoxycarbonyl)-4-aminocyclohexanone 
• 24424-99-5 di-tert-butyl dicarbonate 
• 53939-30-3 5-bromo-2-chloropyridine 
• 868528-95-4 4-(N,N-bis(tert-butoxycarbonyl)amino)cyclohexanone 
• 868528-86-3 bis(6-chloropyridin-3-yl)iodonium chloride 

Downstream Products

• 868528-89-6 (1S,2R,4S)-methanesulfonic acid 4-amino-2-(6-chloropyridin-3-yl)cyclohexyl ester 
• 140111-52-0 epibatidine 
• 868528-88-5 (1S,2R,4S)-methanesulfonic acid 4-(N,N-bis(tert-butoxycarbonyl)amino)-2-(6-chloropyridin-3-yl)cyclohexyl ester 
• 868528-87-4 (1S,2R,4S)-4-(N,N-bis(tert-butoxycarbonyl)amino)-2-(6-chloropyridin-3-yl)cyclohexanol 

Relevant academic research and scientific papers

Enantioselective α-arylation of cyclohexanones with diaryl iodonium salts: Application to the synthesis of (-)-epibatidine

(Chemical Equation Presented) Short cut: Direct asymmetric α-arylation of prochiral ketones has been effected using chiral lithium amide bases and diaryl iodonium salts. The methodology has been employed in a short total synthesis of the alkaloid (-)-epibatidine (see scheme).