875553-06-3

Upstream product

• 166179-38-0 1-(bromo)-5-(nitro)-pentane-2-one 
• 321856-29-5 (E)-1-(6-chloropyridin-3-yl)-6-nitrohex-1-en-3-one 
• 22020-87-7 5-nitro-2-pentanone 
• 820215-78-9 (1S,3R,4R,5S)-3-(6-chloropyridin-3-yl)-5-methoxy-4-nitrocyclohexanol 
• 820215-73-4 (3R,4R,5S)-3-(6-chloropyridin-3-yl)-5-methoxy-4-nitrocyclohexanone 
• 159153-42-1 2-chloro-5-trans-(β-nitrovinyl)pyridine 
• 875553-03-0 (4S,5R,6S)-6-(6-chloropyridin-3-yl)-2-hydroxy-4-methoxy-5-nitrocyclohex-1-enecarboxylic acid allyl ester 
• 875553-02-9 allyl (4E)-2-[(1R)-1-(6-chloropyridin-3-yl)-2-nitroethyl]-5-methoxy-3-oxo-4-pentenoate 
• 820215-80-3 (1S,5R)-5-(6-chloropyridin-3-yl)-4-nitrocyclohex-3-enol 
• 181961-12-6 Carbonic acid (1S,3R,4S)-3-(6-chloro-pyridin-3-yl)-4-nitro-cyclohexyl ester (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 

Relevant academic research and scientific papers

The amino thiourea-catalyzed asymmetric nucleophilic reactions

Bifunctional amino thiourea-catalyzed asymmetric additions of several nucleophiles into electron-deficient unsaturated compounds such as nitroolefins, α,β-unsaturated imides, imines, and azodicarboxylates are described. We discovered that bifunctional thi

Enantioselective tandem Michael reaction to nitroalkene catalyzed by bifunctional thiourea: Total synthesis of (-)-epibatidine

Successive treatment of γ,δ-unsaturated β-ketoesters and nitroalkenes with a bifunctional thiourea and TMG promoted the tandem Michael addition, giving rise to highly functionalized cyclohexanones in good yields. The three contiguous stereogenic centers o

Bifunctional thiourea-catalyzed enantioselective double Michael reaction of γ,δ-unsaturated β-ketoester to nitroalkene: Asymmetric synthesis of (-)-epibatidine

The asymmetric synthesis of 4-nitrocyclohexanone derivatives has been accomplished by enantioselective double Michael additions of γ,δ-unsaturated β-ketoesters to nitroalkenes using a catalytic amount of bifunctional thiourea and TMG. The three contiguous

A practical enantioselective synthesis of Epibatidine

Two different syntheses of Epibatidine (1) were designed and carried out using easily accessible reagents and convenient reaction conditions. The ring closure of the prochiral precursor 4 catalyzed by optically active α-phenyl-ethyl-amine gave the key intermediate 5 in over 80% ee from which the natural product (-)-1 has been prepared.