112399-74-3

Upstream product

• 4440-01-1 lithium phenylacetylide 
• 82031-71-8 trans-2-(2-phenylethynyl)-1-cyclohexanol 
• 106-95-6 allyl bromide 

Downstream Products

• 112399-75-4 (2,6-Dimethyl-phenyl)-[(5aR,9aS)-1-phenyl-3a,4,5a,6,7,8,9,9a-octahydro-3H-cyclopenta[c]chromen-(2E)-ylidene]-amine 

Relevant academic research and scientific papers

A practical titanium-catalyzed synthesis of bicyclic cyclopentenones and allylic amines

A practical titanium-catalyzed synthesis of bicyclic cyclopentenones and allylic amines is described. The process converts enyne substrates to iminocyclopentenes using 10 mol % of the air- and moisture-stable precatalyst Cp2TiCl2 in the presence of n-BuLi and triethylsilyl cyanide. The resulting iminocyclopentenes can be hydrolyzed to cyclopentenones in good yields or reduced to allylic silylamines with Red-Al or DIBALH. Treatment of the crude silylamines with acetyl chloride allows isolation of allylic amides in excellent yields.

CO-transfer carbonylation reactions. A catalytic pauson-khand-type reaction of enynes with aldehydes as a source of carbon monoxide

The reaction of enynes with aldehydes in the presence of a catalytic amount of [RhCl(cod)]2/dppp results in the Pauson-Khand-type reaction without the use of gaseous carbon monoxide to give bicyclic cyclopentenones in high yields (14 examples).