240129-05-9

Upstream product

• 1448722-43-7 (1S,3R,4aS,7R,8aR)-3-methyloctahydro-1,7-(epiminomethano)naphthalen-6(2H)-one 
• 501-53-1 benzyl chloroformate 
• 1448722-42-6 (1S,3R,4aS,7R,8aR)-10-benzyl-3-methyloctahydro-1,7-(epiminomethano)naphthalen-6(2H)-one 

Downstream Products

• 1448722-44-8 (1S,3R,4aS,6R,7R,8aR)-benzyl 6-(1-diazo-2-ethoxy-2-oxoethyl)-6-hydroxy-3-methyldecahydro-1,7-(epiminomethano)naphthalene-10-carboxylate 
• 1448722-46-0 (1S,3R,4aS,8S,9aR)-11-benzyl 6-ethyl 3-methyl-7-vinyl-2,3,4,4a,5,8,9,9a-octahydro-1H-1,8-(epiminomethano)benzo[7]annulene-6,11-dicarboxylate 
• 1448722-47-1 (1S,3R,4aS,8S,9aR)-11-((benzyloxy)carbonyl)-3-methyl-7-vinyl-2,3,4,4a,5,8,9,9a-octahydro-1H-1,8-(epiminomethano)benzo[7]annulene-6-carboxylic acid 
• 1448722-48-2 (5S,6aR,7S,9R,10aS)-benzyl 9-methyl-2-oxo-2,5,6,6a,7,8,9,10,10a,11-decahydro-1H-7,5-(epiminomethano)benzo[5,6]cyclohepta[1,2-b]pyridine-12-carboxylate 
• 1448722-39-1 C₂₄H₃₁NO₅ 
• 1448722-45-9 (1S,3R,4aS,8R,9aR)-11-benzyl 6-ethyl 3-methyl-7-(((trifluoromethyl)sulfonyl)oxy)-2,3,4,4a,5,8,9,9a-octahydro-1H-1,8-(epiminomethano)benzo[7]annulene-6,11-dicarboxylate 

Relevant academic research and scientific papers

Pyridone annulation via tandem Curtius rearrangement/6π- electrocyclization: Total synthesis of (-)-lyconadin C

A concise, enantioselective total synthesis of the Lycopodium alkaloid (-)-lyconadin C was achieved in 12 steps and high overall yield. Key features include construction of a luciduline congener through Mannich-type cyclization and a one-pot, tandem Curtius rearrangement/6π-electrocyclization to fashion the 2-pyridone system of lyconadin C.