221649-13-4

Upstream product

• 121573-17-9 (3aR,7aS)-2,2-dimethyltetrahydrobenzo[d][1,3]dioxol-5(6H)-one 
• 121651-99-8 (4S,5R)-4,5-O-isopropylidenedioxycyclohex-2-en-1-one 
• 119478-74-9 (S)-4-((tert-butyldimethylsilyl)oxy)cyclohex-2-enone 
• 183545-05-3 2-chloro-5-(tributylstannyl)pyridine 
• 198407-83-9 (4S)-4-[(tert-Butyldimethylsilyl)oxy]-2-iodocyclohex-2-en-1-one 

Downstream Products

• 221649-23-6 (1S,3R,4R)-3-(2-Chloro-5-pyridyl)-4-[(methylsulfonyl)oxy]cyclohexan-1-ol 
• 221649-15-6 (2S,4S)-4-[(tert-Butyldimethylsilyl)oxy]-2-(2-chloro-5-pyridyl)cyclohexan-1-one 
• 221649-16-7 (2R,4S)-4-[(tert-Butyldimethylsilyl)oxy]-2-(2-chloro-5-pyridyl)cyclohexan-1-one 

Relevant academic research and scientific papers

Approaches to the synthesis of (+)- and (-)-epibatidine

Synthetic approaches to the powerful analgesic alkaloids (+)- and (-)-epibatidine are described. The starting material employed was natural (-)-quinic acid from which chiral enones and α-iodoenones were prepared. Stille coupling afforded suitable substrat

The effect of DMSO on the borohydride reduction of a cyclohexanone: A formal enantioselective synthesis of (+)-epibatidine

An asymmetric synthesis of (+)-epibatidine is described which uses the increased stereoselectivity of a borohydride reduction induced by the presence of DMSO.