18688-24-9

Upstream product

• 69060-89-5 (+/-)-3,4-dehydrolycopodine 
• 83532-69-8 2-(3-Aminopropyl)-5-methyl-2-cyclohexen-1-ol 
• 83532-70-1 3-(2-Hydroxy-4-methyl-6-oxo-cyclohex-1-enyl)-propionitrile 
• 17812-64-5 1,2,3,4,4a,5,6,8a-Octahydro-5,8a-(2-methylpropano)-7(8H)-chinolon 
• 83532-71-2 7-Methyl-2,3,4,6,7,8-hexahydroquinoline 
• 69060-88-4 1,2,3,4,4a,5,6,8a-Octahydro-1-(3-hydroxypropyl)-5,8a-(2-methylpropano)-7(8H)-chinolon 
• 69060-85-1 (4aRS, 5SR, 8aSR, 10RS)-10-methyl-1-<3-(phenylmethoxy)propyl>-hexahydro-1H-5,8a-propanoquinolin-7(8H)-one 
• 69060-88-4 (4aRS, 5SR, 8aSR, 10RS)-(3-hydroxypropyl)-10-methylhexahydro-1H-5,8a-propanoquinolin-7(8H)-one 

Relevant academic research and scientific papers

THE TOTAL SYNTHESIS OF LYCOPODINE USING BRIDGEHEAD INTERMEDIATES

The total synthesis of lycopodine has been achieved by two different routes.In one route a bridgehead carbocation is trapped by 3-benzyloxy-1-propanamine.In the second route a bridgehead enone is generated in situ and reacted with 3-hydroxy-1-propanamine.

A Further Synthesis of (+/-)-Lycopodin

The synthesis of (+/-)-lycopodin from 2-cyanoethyl-5-methyl-1,3-cyclohexanedione (2b) in six steps is described.An important step is the stereoselective 1,3-annulation reaction of the unsaturated imine 4b with acetone dicarboxylic acid yielding the tricyc