36449-64-6

Upstream product

• 1138-44-9 2-phenethylcyclohexanone 
• 82031-71-8 trans-2-(2-phenylethynyl)-1-cyclohexanol 
• 82031-71-8 (1R*,2S*)-2-(phenylethynyl)cyclohexanol 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 286-20-4 cyclohexane-1,2-epoxide 
• 4440-01-1 lithium phenylacetylide 

Downstream Products

• 16306-39-1 (-)-cis-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene 
• 19634-93-6 (+)-cis-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one 

Relevant academic research and scientific papers

2-Amino-2-oxazolines as subtype selective α2 adrenoceptor agonists

Cyclohexylamino oxazoline I (AGN 190837), an analogue of 2 (Bay a6781), is a potent α2 adrenoceptor agonist. On the basis of a design generated by receptor-ligand modeling, a number of cyclohexyl and norbornyl analogues were synthesized wherein the propyl group of I was replaced by phenylalkyl subsituents. This resulted in compound 6 being an α(2c) selective agonist, as well as 7 and 9 being α(2a)/α(2c) selective.

Electroreductive Intramolecular Coupling of Nonconjugated Aromatic Ketones

The electroreduction of nonconjugated aromatic ketones gave intramolecularly coupled products.The best result was obtained using an Sn cathode in i-PrOH containing tetraalkylammonium salt as a supporting electrolyte.This reductive cyclization proceeded with remarkable stereoselectivity, and the cis isomer was obtained exclusively.A variety of new bi- and polycyclic compounds were synthesized.The reaction mechanism was studied, and it was suggested that the anion radical generated by one-electron transfer to a carbonyl group attacks an aromatic ring intramolecularly.The choice of counter cation of the anion radical was critical for the reductive cyclization.Other reductive methods employing metal reducing agents were also studied.Reduction with Na in HMPA-THF gave the same cyclized product, though the yield was lower than that with the electroreduction.