61475-92-1

Upstream product

• 86963-81-7 (2S,6S)-1-Benzyl-2-(4-oxo-pentyl)-6-propyl-piperidine-2-carbonitrile 
• 5978-08-5 1-chloro-4-(1,3-dioxolane)-n-pentane 
• 86963-75-9 (2R,5R)-1-Benzyl-5-methyl-2-propyl-1,2,3,4,5,6,7,8-octahydro-quinoline-5-carbonitrile 
• 5622-72-0 1-Propyl-but-3-enylamine 
• 844638-86-4 C₁₈H₂₆N₂O₆S 
• 844638-88-6 N-cyclohex-2-enyl-2-nitro-N-(1-propyl-but-3-enyl)-benzenesulfonamide 
• 844638-85-3 4-azido-hept-1-ene 
• 166903-57-7 methanesulfonic acid 1-propyl-but-3-enyl ester 
• 100-39-0 benzyl bromide 

Downstream Products

• 27766-71-8 (2S,4aR,8aS)-5-Methyl-2-propyl-decahydro-quinoline 
• 27766-71-8 (rac)-(2R,4aS,5R,8aS)-5-methyl-2-propyl-decahydroquinoline 

Relevant academic research and scientific papers

Diastereoselective synthesis of 2,5-disubstituted decahydroquinolines via ring-rearrangement metathesis and zirconium-mediated cyclization

A diastereoselective approach to 2,5-substituted decahydroquinolines by zirconium-mediated cyclization of unsaturated α,α′- disubstituted piperidines II is described. The required piperidines could be obtained from secondary sulfonamides III via ruthenium-catalyzed ring-rearrangement metathesis (RRM) in high yields. Racemic trans-195A and 2-epi-trans-195A were synthesized in 8 steps starting with butyraldehyde and cyclohex-2-enol.

2-CYANO Δ PIPERIDINES VIII: BIOMIMETIC APPROACH TO THE SYNTHESIS OF THE DECAHYDROQUINOLINE RING SYSTEM OF POISON-DART FROG TOXINS

A biomimetic approach towards the synthesis of pumiliotoxin C has been developed.The key transformation of enamine equivalent 8 to 9 was catalyzed by contact with alumina.Cyclized intermediate 9 was then reduced stereospecifically to the trans decahydroqu