17349-05-2

Upstream product

• 60633-99-0 rac-([1',1'']Ξ_a)-2'-methanesulfonyloxy-4'',5''-dimethoxy-13,14-dihydro-(10α)-lythran-12-one 
• 1384454-08-3 C₁₇H₂₃NO₂ 
• 1384454-07-2 C₁₄H₂₀NO₂⁽¹⁺⁾*ClO₄^(1-) 
• 110-89-4 piperidine 
• 68681-73-2 (-)-(2S,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine 
• 221664-11-5 (4S,9aS)-4-(3,4-dimethoxyphenyl)hexahydro-1H-quinolizin-2(6H)-one 
• 77092-63-8 2-(p-hydroxyphenylpropionoyloxy)(a)-4-(3',4'-dimethoxyphenyl)(e)-trans-quinolizidine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 84184-51-0 Z-methyl 3-(4-benzyloxy)phenylacrylate 
• 6272-45-3 4-benzyloxycinnamic acid 
• 3943-97-3 methyl p-hydroxycinnamate 
• 7400-08-0 para-coumaric acid 

Relevant academic research and scientific papers

Total synthesis of (±)-decinine via an oxidative biaryl coupling with defined axial chirality

The total synthesis of (±)-decinine has been achieved. The key steps in the synthesis involved the formation of lasubine II via a gold catalyzed annulation of 1-(but-3-yn-1-yl)piperidine and the formation of the 12-membered ring of decinine (1) with complementary atropselectivity via a VOF 3-mediated oxidative biaryl coupling reaction.